Name: 621-77-2|Triamylamine|98% (isomers mixture)
Brand: Ambeed
SKU: A593119
Price: 12.0 USD
Availability: InStock
Rating: 97 (26 reviews)

1
[ 628-17-1 ]
[ 621-77-2 ]
[ 2498-20-6 ]

Yield	Reaction Conditions	Operation in experiment
	at 70℃;
	With toluene
	With acetonitrile

In butanone

Reference： [1]Vernon; Masterson [Journal of the American Chemical Society, 1942, vol. 64, p. 2822]
[2]French; Singer [Journal of the Chemical Society, 1956, p. 2428] Halberstadt; Prue [Journal of the Chemical Society, 1952, p. 2234]
[3]French; Singer [Journal of the Chemical Society, 1956, p. 2428] Halberstadt; Prue [Journal of the Chemical Society, 1952, p. 2234]
[4]Hughes,S.R.C.; Price,D.H. [Journal of the Chemical Society A: Inorganic, Physical, Theoretical, 1967, p. 1093 - 1096]

2
[ 110-59-8 ]
[ 621-77-2 ]
[ 2050-92-2 ]

Yield	Reaction Conditions	Operation in experiment
	With Pt/Al₂O₃; colloid; water at 25℃; Hydrogenation_.Ueberdruck;

Reference： [1]Skita; Keil [Monatshefte fur Chemie, 1929, vol. 53/54, p. 762]

3
[ 621-77-2 ]
[ 110-59-8 ]

Yield	Reaction Conditions	Operation in experiment
	With nickel at 360 - 380℃;
	With nickel at 350 - 380℃;

Reference： [1]Mailhe [Annales de Chimie (Cachan, France), 1920, vol. <9>13, p. 210][Caoutch.Guttap., vol. 15, p. 9550][Chemisches Zentralblatt, 1920, vol. 91, # I, p. 115]
[2]Mailhe [Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1918, vol. 166, p. 997][Annales de Chimie (Cachan, France), 1920, vol. <9>13, p. 193]

4
[ 621-77-2 ]
[ 112690-34-3 ]

Yield	Reaction Conditions	Operation in experiment
	With peracetic acid; acetic acid

Reference： [1]Cope; Lee [Journal of the American Chemical Society, 1957, vol. 79, p. 964]

5
[ 621-77-2 ]
[ 80-48-8 ]
toluene-4-sulfonic acid methyl ester; salt of tri-n-pentylamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With benzene

Reference： [1]Marvel; Scott; Amstutz [Journal of the American Chemical Society, 1929, vol. 51, p. 3640]

6
[ 543-59-9 ]
[ 2050-92-2 ]
[ 621-77-2 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide at 190 - 200℃;

Reference： [1]Current Patent Assignee: SHARPLES SOLVENTS - US2183499, 1937, A

7
[ 110-53-2 ]
[ 621-77-2 ]
[ 866-97-7 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol
	In butanone
	In acetonitrile Heating;

In acetonitrile

Reference： [1]Kellett Jr.; Doggett [Journal of Pharmaceutical Sciences, 1966, vol. 55, # 4, p. 414 - 417]
[2]Hughes,S.R.C.; Price,D.H. [Journal of the Chemical Society A: Inorganic, Physical, Theoretical, 1967, p. 1093 - 1096]
[3]Gordon,J.E. [Journal of the American Chemical Society, 1965, vol. 87, p. 4347 - 4358]
[4]Gordon,J.E.; SubbaRao,G.N. [Journal of the American Chemical Society, 1978, vol. 100, p. 7445 - 7454]

8
[ 621-77-2 ]
[ 7093-91-6 ]
Isocyanatomethyl-tripentyl-ammonium; chloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In diethyl ether

Reference： [1]Shokol,V.A. et al. [Journal of general chemistry of the USSR, 1977, vol. 47, p. 1018 - 1024][Zhurnal Obshchei Khimii, 1977, vol. 47, p. 1110 - 1118]

9
[ 621-77-2 ]
[ 26598-27-6 ]

Yield	Reaction Conditions	Operation in experiment
90%	With manganese(IV) oxide; oxygen In chlorobenzene at 100℃; for 4h; Autoclave; Green chemistry;	26 Add 0.01 g of MnO2 catalyst, 1 mmol of tributylamine and 2 g of chlorobenzene to a stainless steel autoclave with a polytetrafluoroethylene liner. Using automatic temperature control program temperature to the reaction temperature of 100 ° C, adding 0.6MPa oxygen, reaction 4h, the reaction process to maintain the same pressure. The reaction product was analyzed by GC-MS with a tertiary amine conversion of 90% and a formamide product selectivity of 98%.
	With manganese(IV) oxide In cyclohexane

Reference： [1]Current Patent Assignee: CHINESE ACADEMY OF SCIENCES; Dalian Institute of Chemical Physics (in: CAS) - CN105198766, 2017, B Location in patent: Paragraph 0014; 0023
[2]Henbest,H.B.; Stratford,M.J.W. [Journal of the Chemical Society C: Organic, 1966, p. 995 - 996]

10
[ 693-03-8 ]
[ 121238-82-2 ]
[ 621-77-2 ]

Yield	Reaction Conditions	Operation in experiment
40%	In tetrahydrofuran 1.) room temperature, 1 h, 2.) reflux, 5 h;

Reference： [1]Katritzky, Alan R.; Yannakopoulou, Konstantina; Lue, Ping; Rasala, Danuta; Urogdi, Laszlo [Journal of the Chemical Society. Perkin transactions I, 1989, p. 225 - 233]

11
[ 110-59-8 ]
[ 621-77-2 ]
[ 110-58-7 ]
[ 2050-92-2 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen effect of reaction parameters such as temperature, hydrogen pressure, solvent etc. on the rate and selectivity of hydrogenation;
	With palladium 10% on activated carbon; hydrogen; acetic acid at 50℃; for 5h;

Reference： [1]Besson, M.; Bonnier, J. M.; Joucla, M. [Bulletin de la Societe Chimique de France, 1990, # 1, p. 5 - 12]
[2]Yoshimura, Masatoshi; Komatsu, Akira; Niimura, Masaru; Takagi, Yukio; Takahashi, Tohru; Ueda, Shun; Ichikawa, Tomohiro; Kobayashi, Yutaka; Okami, Hiroki; Hattori, Tomohiro; Sawama, Yoshinari; Monguchi, Yasunari; Sajiki, Hironao [Advanced Synthesis and Catalysis, 2018, vol. 360, # 8, p. 1726 - 1732]

12
[ 112-71-0 ]
[ 621-77-2 ]
tetradecyltripentylammonium bromide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	In tetrahydrofuran for 24h; Heating;

Reference： [1]Buckingham, Scott A.; Garvey, Christopher J.; Warr, Gregory G. [Journal of Physical Chemistry, 1993, vol. 97, # 39, p. 10236 - 10244]

13
[ 110-58-7 ]
[ 621-77-2 ]
[ 2050-92-2 ]
[ 109-66-0 ]

Yield	Reaction Conditions	Operation in experiment
1: 23 % Chromat. 2: 3 % Chromat.	With hydrogen at 300℃; for 6h;

Reference： [1]Cerny, Mirko [Collection of Czechoslovak Chemical Communications, 1982, vol. 47, # 3, p. 928 - 935]

14
[ 621-77-2 ]
[ 112-82-3 ]
cetyltripentylammonium bromide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol Heating; reflux 1-3 d;

Reference： [1]Bacaloglu, Radu; Bunton, Clifford A.; Ortega, Francisco [Journal of Physical Chemistry, 1989, vol. 93, # 4, p. 1497 - 1502]

Yield	Reaction Conditions	Operation in experiment
	at 25℃;

16
[ 110-58-7 ]
[ 110-59-8 ]
[ 621-77-2 ]
[ 2050-92-2 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen at 275℃; for 16h; other catalysts; in the presence of H₂S; activities and selectivities of V₂S₃, NbS₃, MoS₂ and RuS₂ in hydrotreating reactions of biphenyl;

Reference： [1]Breysse, M.; Afonso, J.; Lacroix, M.; Portefaix, J. L.; Vrinat, M. [Bulletin des Societes Chimiques Belges, 1991, vol. 100, # 11, p. 923 - 932]

Yield	Reaction Conditions	Operation in experiment
	beschleunigende Wirkung auf den S-Austausch von Dibenzyltrisulfid und S bei 125grad;
	Rk. mit I2 in Heptan zum 1:1-Komplex, Molwaerme;
	at 87 - 250℃; He, air, CO₂, SF₆;

With iodine In n-heptane at 24.9℃; -ΔH; other reagent: HNO3.;

Yield	Reaction Conditions	Operation in experiment
	at 50℃;

Yield	Reaction Conditions	Operation in experiment
		Representative examples include but are not limited to trimethylamine tri-n-pentylamine tri-n-dodecylamine n-octadecyl di-(n-butyl)amine n-eicosyl di-(n-decyl)amine n-triacontyl n-dodecylmethylamine
		A process according to claim 1 wherein the tertiary amine is at least one selected from trimethylamine triethylamine tri-n-propylamine tri-n-pentylamine tri-n-hexylamine methyldiethylamine ethyldipropylamine ethyldimethylamine

20
[ 110-59-8 ]
[ 621-77-2 ]
[ 2050-92-2 ]

Yield	Reaction Conditions	Operation in experiment
	Hydrogenation;

Reference： [1]Skita; Keil [Monatshefte fur Chemie, 1929, vol. 53/54, p. 762]

21
[ 621-77-2 ]
[ 110-59-8 ]
[ 109-66-0 ]
[ 109-68-2 ]

Yield	Reaction Conditions	Operation in experiment
	at 360 - 370℃;

Reference： [1]Mailhe [Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1918, vol. 166, p. 997][Annales de Chimie (Cachan, France), 1920, vol. <9>13, p. 193]

22
[ 543-59-9 ]
[ 621-77-2 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonia at 135℃;

Reference： [1]Current Patent Assignee: SHARPLES SOLVENTS - US2183499, 1937, A

23
[ 621-77-2 ]
methyl-tripenetyl-ammonium; hexadecyl sulfate [ No CAS ]

Reference： [1]Current Patent Assignee: J B NIEDERL ASSOCIATES - US2569326, 1948, A

24
[ 117-80-6 ]
[ 621-77-2 ]
2-Chlor-3-di-n-pentylamino-1,4-naphthochinon [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1.6%	In dichloromethane at 20℃;

Reference： [1]Kallmayer; Thierfelder [Pharmazie, 2002, vol. 57, # 7, p. 456 - 459]

25
[ 621-77-2 ]
[ 13243-65-7 ]
2-Brom-3-di-n-pentylamino-1,4-naphthochinon [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1%	In dichloromethane at 20℃;

Reference： [1]Kallmayer; Thierfelder [Pharmazie, 2002, vol. 57, # 7, p. 456 - 459]

26
[ 110-58-7 ]
[ 109-67-1 ]
[ 621-77-2 ]
[ 2050-92-2 ]
[ 109-66-0 ]

Yield	Reaction Conditions	Operation in experiment
	With carbon monoxide; hydrogen at 239.85℃;

Reference： [1]Clark; Wang; Deck; Oyama [Journal of Catalysis, 2002, vol. 210, # 2, p. 116 - 126]

27
[ 621-77-2 ]
perfluorotri-n-pentylamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	With fluorine; sodium fluoride In 1,1,2-Trichloro-1,2,2-trifluoroethane at 20℃; for 5h;

Reference： [1]Felling, Kyle W.; Lagow, Richard J. [Journal of Fluorine Chemistry, 2003, vol. 123, # 2, p. 233 - 236]

28
[ 621-77-2 ]
[ 88-06-2 ]
tripentyl-amine; compound with 2,4,6-trichloro-phenol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrachloromethane at 25℃;

Reference： [1]Pawelka, Zbigniew; Zeegers-Huyskens, Therese [Canadian Journal of Chemistry, 2003, vol. 81, # 9, p. 1012 - 1018]

29
[ 621-77-2 ]
[ 88-06-2 ]
tripentyl-amine; compound with 2,4,6-trichloro-phenol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrachloromethane at 25℃;

Reference： [1]Pawelka, Zbigniew; Zeegers-Huyskens, Therese [Canadian Journal of Chemistry, 2003, vol. 81, # 9, p. 1012 - 1018]

30
tripentyl-amine; compound with 2,4,6-trichloro-phenol [ No CAS ]
[ 621-77-2 ]
[ 88-06-2 ]

Yield	Reaction Conditions	Operation in experiment
	In tetrachloromethane at 25℃;

Reference： [1]Pawelka, Zbigniew; Zeegers-Huyskens, Therese [Canadian Journal of Chemistry, 2003, vol. 81, # 9, p. 1012 - 1018]

31
tripentyl-amine; compound with 2,4,6-trichloro-phenol [ No CAS ]
[ 621-77-2 ]
[ 88-06-2 ]

Yield	Reaction Conditions	Operation in experiment
	In tetrachloromethane at 25℃;

Reference： [1]Pawelka, Zbigniew; Zeegers-Huyskens, Therese [Canadian Journal of Chemistry, 2003, vol. 81, # 9, p. 1012 - 1018]

32
[ 110-58-7 ]
[ 621-77-2 ]
[ 2050-92-2 ]

Yield	Reaction Conditions	Operation in experiment
1: 84 % Chromat. 2: 14%	With aluminium In water for 0.5h; microwave irradiation;

Reference： [1]Miyazawa, Akira; Saitou, Kaori; Tanaka, Kan; Gädda, Thomas M.; Tashiro, Masashi; Prakash, G. K. Surya; Olah, George A. [Tetrahedron Letters, 2006, vol. 47, # 9, p. 1437 - 1439]

33
[ 3344-70-5 ]
[ 621-77-2 ]
1,12-bis-(tripentylammonium)dodecane dibromide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With triethylamine at 100℃; for 48h;
80%	for 72h; Heating / reflux;	1 To 1,12-dibromododecane (0.50 g, 1.52 mmol) was added triisobutylamine (1.38 g, 6.08 mmol) was added and the resulting mixture was deoxygenated by freeze/thaw. The mixture was stirred at reflux for 3 days. The crude product was washed with ether to yield the above compound as a brown oil (0.95 g, 80 %).'H NMR (200 MHz, CDC13) : 6 3.29- 3.27 (12H, m), 2.96-2. 83 (4H, m), 1.67-1. 61 (16H, m), 1.30-1. 19 (40H, m), 0.84- 0.79 (18H, m, 6 x CH3). 13C (300 MHz, CDC13) : 8 59.5, 52.9, 29.3, 29.2, 26.7, 26.1, 22.5, 14.1, 3 signals obscured or overlapping; mlz ESI (positive ion) 311 [M-2Br] 2+ (100 %), 703 [M-Br] (76). Found [M-2Br~] 2+ 311.3541, [C42H9oN2] 2+ requires 311.3547.

Reference： [1]Ng, Clarissa K. L.; Obando, Daniel; Widmer, Fred; Wright, Lesley C.; Sorrell, Tania C.; Jolliffe, Katrina A. [Journal of Medicinal Chemistry, 2006, vol. 49, # 2, p. 811 - 816]
[2]Current Patent Assignee: UNIVERSITY OF SYDNEY - WO2005/47230, 2005, A1 Location in patent: Page/Page column 38

34
[ 621-77-2 ]
[ 14867-28-8 ]
C₂₁H₄₈NO₃Si⁽¹⁺⁾*I^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
74%	In toluene at 120℃; for 36h;

Reference： [1]Kawamura, Masato; Sato, Kazuhiko [Chemical Communications, 2006, # 45, p. 4718 - 4719]

35
[ 543-59-9 ]
[ 621-77-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: ethanol <80 percent >; NH₃ / 135 °C / <30 2: NaOH-solution / 190 - 200 °C / 12503.6 - 14710.2 Torr

Reference： [1]Current Patent Assignee: SHARPLES SOLVENTS - US2183499, 1937, A

36
[ 621-77-2 ]
[ 99868-64-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: peroxyacetic acid; acetic acid

Reference： [1]Cope; Lee [Journal of the American Chemical Society, 1957, vol. 79, p. 964]

37
[ 60-29-7 ]
[ 621-77-2 ]
[ 705-29-3 ]
[ 74580-26-0 ]

Yield	Reaction Conditions	Operation in experiment
	In acetonitrile	III Tri-n-pentyl (3-(trifluoromethyl)benzyl) ammonium chloride STR6 EXAMPLE III Tri-n-pentyl (3-(trifluoromethyl)benzyl) ammonium chloride STR6 A mixture of 17.8 grams (0.092 mole) of 3-(trifluoromethyl)benzylchloride and 20.8 grams (0.092 mole) of tri-n-pentylamine in 50 milliliters of acetonitrile was heated overnight (~16 hours) at 90°-95° C. At the end of this period, the reaction mixture was cooled and poured into ~500 milliliters of ethyl ether. The crude product was recovered by vacuum filtration. The crude tri-n-pentyl (3-(trifluoromethyl)benzyl)ammonium chloride product was recrystallized from a methyl ethyl ketone-hexane mixture and dried. The product was recovered in a yield of 27.6 grams (71.5 percent of theoretical) and melted at 151.5°-152.5° C. The structure of the compound was confirmed by NMR (Compound 3).

Reference： [1]Current Patent Assignee: DOW INC - US4343647, 1982, A

38
[ 2050-92-2 ]
[ 621-77-2 ]

Yield	Reaction Conditions	Operation in experiment
		2 EXAMPLE 2 Di-n-pentylamine 3% by weight Total unknowns: 0.8% by weight High boilers: 0.2% by weight By fractional distillation it was possible to isolate the tripentylamine in over 99.5% purity.

Reference： [1]Current Patent Assignee: BASF SE; HUNTER ENGINEERING COMPANY - US4851578, 1989, A

39
[ 621-77-2 ]
[ 29648-95-1 ]
1-(3,3-diphenylpropyl)-4-(3,4-dimethoxybenzyl)piperazine dihydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85.4%	In quinoline; cyclohexane; ethyl acetate	10 Preparation of 1-(3,3-diphenylpropyl)-4-(3,4-dimethoxybenzyl)-piperazine dihydrochloride: EXAMPLE 10 Preparation of 1-(3,3-diphenylpropyl)-4-(3,4-dimethoxybenzyl)-piperazine dihydrochloride: N-3,4-dimethoxybenzylpiperazine in the amount of 2.36 g (0.01 mole), 2.3 g (0.01 mole) of 3,3-diphenylpropyl chloride, 2.5 g (0.011 mole) of triamylamine, and 2 ml of quinoline were dissolved in a mixed solvent consisting of 5 ml of cyclohexane and 10 ml of ethyl acetate, and the resulting solution was heated at the refluxing temperature for 2.5 hours. After being left to cool, the reaction liquid was filtered, washed with water, and dried, and then dry hydrogen chloride gas was passed through said liquid, while cooling the liquid, to precipitate 1-(3,3-diphenylpropyl)-4-(3,4-dimethoxybenzyl)piperazine dihydrochloride. The crystals of this salt were recrystallized from a mixed solvent of ethanol and ether to obtain 4.3 g (85.4% yield) of pure crystals with a melting point of 184°C. Elementary analysis: Calculated as C28 H36 N2 O2 Cl2 (percent): C, 66.79; H, 7.21; N, 5.56. Found (percent): C, 66.68; H, 7.25; N, 5.62.

Reference： [1]Current Patent Assignee: MITSUBISHI CHEMICAL HOLDINGS CORPORATION - US3957790, 1976, A

40
[ 621-77-2 ]
gadolinium(III) 5,10,15,20-tetraphenyl-21H,23H-porphyrin acetylacetonate [ No CAS ]
gadolinium(III) 5,10,15,20-tetraphenyl-21H,23H-porphyrin tripentylamino acetylacetonate [ No CAS ]
gadolinium(III) 5,10,15,20-tetraphenyl-21H,23H-porphyrin bis(tripentylamino) acetylacetonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In toluene not isolated; monitored by UV/VIS spectroscopy;;

Reference： [1]Radzki, Stanislaw; Giannotti, Charles [Inorganica Chimica Acta, 1993, vol. 205, p. 213 - 220]

41
zirconium hydrophosphate dihydrate [ No CAS ]
[ 621-77-2 ]
Zr⁽⁴⁺⁾*0.52(C₅H₁₁)3NH⁽¹⁺⁾*1.48H⁽¹⁺⁾*2(PO₄)^(3-) = Zr[(CH₃(CH₂)4)3NH]0.52H_1.48(PO₄)2 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol; water Zr compd., tertiary amine (amine/Zr mole ratio of 9.5), EtOH, and watermixed and stirred for 30 h at 25°C; product sepd., washed with centrifugal separator, dried at 20°C in rel humidity of 0%; elem. anal.;

Reference： [1]Kobayashi; Shin [Bulletin of the Chemical Society of Japan, 1984, vol. 57, # 2, p. 465 - 469]

42
N,N,N-(ferrocenylmethyl)trimethylammonium iodide [ No CAS ]
[ 621-77-2 ]
[ 366796-04-5 ]

Yield	Reaction Conditions	Operation in experiment
57%	In acetonitrile ferrocenyl deriv. refluxed with 3 equiv. of a tertiary amine for 17-18 hunder Ar; cooled., evapd., residue dissolved in acetone, diluted with a large amt.of Et2O and left to stand at -2-4°C; crystalline ppt. collected;

Reference： [1]Troitskaya; Demeshchik; Sokolov; Mamed'yarova; Malezieux; Gruselle [Russian Chemical Bulletin, 2001, vol. 50, # 3, p. 497 - 503]

43
sodium pentacyanonitrosylferrate(II) [ No CAS ]
[ 621-77-2 ]
sodium pentacyano-tri-n-amylamineferrate(II) heptahydrate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydroxylamine hydrochloride; NaOH In ethanol; water aq. NH2OH*HCl and NaOH soln. preparation, amine soln. (EtOH) addn., mixt. keeping on ice for 1 h, aq. ice-cold Fe-complex soln. addn. dropwise, oily layer sepn. after cold EtOH addn., complex forcing to solidify by thorough washing with abs. EtOH; solid drying over concd. H2SO4 for 24 h; elem. anal.;

Reference： [1]Lanjewar; Kawata; Nawa; Kitagawa; Garg; Katada [Thermochimica Acta, 1996, vol. 287, # 1, p. 111 - 129]

44
[ 592-55-2 ]
[ 621-77-2 ]
[ 254117-45-8 ]

Yield	Reaction Conditions	Operation in experiment
32%	In methanol at 70℃; for 144h;

Reference： [1]Location in patent: experimental part Kärnä, Minna; Lahtinen, Manu; Valkonen, Jussi [Journal of Molecular Structure, 2009, vol. 922, # 1-3, p. 64 - 76]

45
[ 205259-72-9 ]
[ 621-77-2 ]
[ 1056475-81-0 ]

Yield	Reaction Conditions	Operation in experiment
63%	In tetrahydrofuran mixt. of Rh complex (0.012 mmol) and (nPent)3N (20 equiv.) in THF degassed (3 freeze-pump-thaw cycles), heated under N2 at 120°C for 9 d; solvent evapd. in vac., residue chromd. (silica gel, hexane/CH2Cl2 eluent (1:1));
59%	In further solvent(s) mixt. of Rh complex (0.013 mmol) and (nPent)3N degassed (3 freeze-pump-thaw cycles), heated under N2 at 120°C for 1 d; solvent evapd. in vac., residue chromd. (silica gel, hexane/CH2Cl2 eluent (1:1));
28%	In benzene mixt. of Rh complex (0.013 mmol) and (nPent)3N (20 equiv.) in benzene degassed (3 freeze-pump-thaw cycles), heated under N2 at 120°C for 16 d; solvent evapd. in vac., residue chromd. (silica gel, hexane/CH2Cl2 eluent (1:1));

Reference： [1]Au, Ching Chi; Lai, Tsz Ho; Chan, Kin Shing [Journal of Organometallic Chemistry, 2010, vol. 695, # 9, p. 1370 - 1374]
[2]Au, Ching Chi; Lai, Tsz Ho; Chan, Kin Shing [Journal of Organometallic Chemistry, 2010, vol. 695, # 9, p. 1370 - 1374]
[3]Au, Ching Chi; Lai, Tsz Ho; Chan, Kin Shing [Journal of Organometallic Chemistry, 2010, vol. 695, # 9, p. 1370 - 1374]

46
[ 1452-77-3 ]
[ 621-77-2 ]
[ 1227614-40-5 ]

Yield	Reaction Conditions	Operation in experiment
68%	With 1-iodosyl-2,4,6-trimethylbenzene In benzene at 25℃; for 1h; Inert atmosphere;

Reference： [1]Location in patent: experimental part Han, Hoon; Chang, Sukbok [Bulletin of the Korean Chemical Society, 2010, vol. 31, # 3, p. 746 - 748]

47
[ 621-77-2 ]
[ 619-80-7 ]
[ 904129-79-9 ]

Yield	Reaction Conditions	Operation in experiment
60%	With 1-iodosyl-2,4,6-trimethylbenzene In benzene at 25℃; for 1h; Inert atmosphere;

Reference： [1]Location in patent: experimental part Han, Hoon; Chang, Sukbok [Bulletin of the Korean Chemical Society, 2010, vol. 31, # 3, p. 746 - 748]

48
[ 621-77-2 ]
[ 3171-45-7 ]
[ 82326-43-0 ]

Yield	Reaction Conditions	Operation in experiment
87%	With but-2-enenitrile; palladium 10% on activated carbon In toluene at 170℃; for 1.5h; Microwave irradiation; Inert atmosphere;

Reference： [1]De Luca, Lidia; Porcheddu, Andrea [European Journal of Organic Chemistry, 2011, # 29, p. 5791 - 5795]

49
[ 621-77-2 ]
[ 4760-34-3 ]
2-butyl-1-methyl-1H-benzo[d]imidazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With but-2-enenitrile; palladium 10% on activated carbon In toluene at 170℃; for 1.5h; Microwave irradiation; Inert atmosphere;

Reference： [1]De Luca, Lidia; Porcheddu, Andrea [European Journal of Organic Chemistry, 2011, # 29, p. 5791 - 5795]

50
[ 621-77-2 ]
[ 124-38-9 ]
formic acid tri-n-pentylamine adduct [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With TOP; Ru(P<SUP>n</SUP>butyl<SUB>3</SUB>)<SUB>4</SUB>(H)<SUB>2</SUB>; hydrogen; 1,2-bis-(dicyclohexylphosphino)ethane In methanol; water at 50℃; for 1h; Autoclave; Inert atmosphere;	A-10 Examples A-1 to A-17 According to the InventionHydrogenation and Phase Separation, Work-Up of the Output from the Hydrogenation Reactor General procedure: A 250 ml Hastelloy C autoclave equipped with a magnetic stirrer bar was charged under inert conditions with tertiary amine (A1), polar solvent and homogeneous catalyst. The autoclave was subsequently closed and CO2 was injected at room temperature. H2 was then injected and the reactor was heated while stirring (700 rpm). After the desired reaction time, the autoclave was cooled and the hydrogenation mixture (H) was depressurized. Unless indicated otherwise, a two-phase hydrogenation mixture (H) was obtained, with the upper phase (U1) being enriched in the still free tertiary amine (A1) and the homogeneous catalyst and the lower phase (L1) being enriched in the polar solvent and the formic acid-amine adduct (A2) formed. The total content of formic acid in the formic acid-amine adduct (A2) was determined by potentiometric titration with 0.1 N KOH in MeOH using a “Mettler Toledo DL50” titrator. The turnover frequency (=TOF; for the definition of the TOF see: J. F. Hartwig, Organotransition Metal Chemistry, 1st edition, 2010, University Science Books, Sausalito/Calif. p. 545) and the reaction rate were calculated therefrom. The composition of the two phases was determined by gas chromatography. The ruthenium content was determined by atomic adsorption spectroscopy (=AAS). The parameters and results of the individual experiments are shown in Tables 1.1 to 1.5. Examples A-1 to A-17 show that high to very high reaction rates of up to 0.98 mol kg-1 h-1 are achieved in the process of the invention even with variation of the tertiary amine (A1), the polar solvent, the catalyst in respect of the ligands and the metal component, the amount of the catalyst and the amount of water added. All systems examined formed two phases, with the upper phase (U1) in each case being enriched in the still free tertiary amine (A1) and the homogeneous catalyst and the lower phase (L1) in each case being enriched in the polar solvent and the formic acid-amine adduct (A2) formed.

Reference： [1]Current Patent Assignee: BASF SE - US2013/12739, 2013, A1 Location in patent: Paragraph 0345; 0346

51
[ 64-18-6 ]
[ 621-77-2 ]
[ 26598-27-6 ]

Yield	Reaction Conditions	Operation in experiment
0.6%	With water at 160℃; for 24h; Cooling with ice; Inert atmosphere; Glovebox; Autoclave;	10 Example 10 Decomposition of Tri-n-Pentylamine in the Presence of Formic Acid and Water 81.2 g (0.35 mol) of tri-n-pentylamine, 16.27 g (0.35 mol) of formic acid (98-100% by weight) and 6.31 g of water were mixed in an ice bath in the laboratory. The solution obtained was subsequently warmed to room temperature (about 20° C.) and degassed by evacuation (2 hPa abs) and admission of pure nitrogen, carried out a total of three times. A two-phase solution was obtained. This was then transferred under an N2 atmosphere in a glove box into a 270 ml autoclave (material: HC) and the autoclave was closed. The autoclave was subsequently pressurized with nitrogen to 1.0 MPa and heated to 160° C. while stirring vigorously. After the temperature had been reached, a total pressure of 2.5 MPa abs was set by injection of further N2. The reaction mixture was then stirred at 160° C. for 24 hours. The autoclave was subsequently cooled to room temperature, depressurized to atmospheric pressure and the contents were transferred to a glass vessel. The output separated into two phases. 36.8 g of upper phase and 59.3 g of lower phase were obtained. Both phases were analyzed by gas chromatography to determine their di-n-pentylformamide content. The upper phase comprised 0.15% by weight, and the lower phase comprised 0.45% by weight.

Reference： [1]Current Patent Assignee: BASF SE - US2013/190532, 2013, A1 Location in patent: Paragraph 0218

52
[ 1120-71-4 ]
[ 621-77-2 ]
N,N,N-tripentyl-3-sulfonyl-1-propaneammonium [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In acetone at 80℃; for 48h; Inert atmosphere;

Reference： [1]Saita, Shohei; Mieno, Yuki; Kohno, Yuki; Ohno, Hiroyuki [Chemical Communications, 2014, vol. 50, # 97, p. 15450 - 15452]

53
[ 621-77-2 ]
[ 105-36-2 ]
2-(N,N,N-tripentylammonio)acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	Stage #1: tripentylamine; ethyl bromoacetate In ethyl acetate at 20℃; for 96h; Stage #2: With water In methanol	4.2. Syntheses. 4.2.1. 2-N,N,N-Tri-n-pentylammonium acetate (10). To a solution oftri-n-pentylamine (25 mL, 0.09 mol) in ethyl acetate (250 mL) was added 2-bromoacetic acid ethyl ester (8.64 mL, 0.08 mol) and the mixture was stirred at rt for 4 days. The reaction mixture was concentrated to dryness under the reduced pressure and the residue was purified with column chromatography (silicagel CHCl3/methanol20:1). Thus obtained light yellow oil was dissolved in H2O/methanol mixture and was passed through ion-exchange chromatography (Amberite IR-402CL). The eluting solution was evaporate to dryness and was dried in vacuo using P2O5 to give 10 (18.5 g, 83%) as a light yellow oil: FTIR (ATR) n/cm1 2955, 2929,2872, 1635, 1472, 1340, 1313, 1049, 1033, 840, 717; 1H NMR(500 MHz, CDCl3, TMS, rt) d 0.91 (t, J7.0 Hz, 9H), 1.34 (m, J7.4 Hz,12H), 1.62 (m, J7.8 Hz, 6H), 3.48 (t, J8.3 Hz, 6H), 3.62 (s, 2H); 13CNMR (125 MHz, CDCl3, TMS, rt) d 13.87, 21.86, 22.30, 28.58, 58.85,59.87, 164.40; HR-ESI-MS (positive mode): m/z for C17H35NO2, calculated286.2746 (MH), found 286.2741 (MH).

Reference： [1]Nakagawa, Yuichi; Sehata, Shiro; Fujii, Satoshi; Yamamoto, Hiroaki; Tsuda, Akihiko; Koumoto, Kazuya [Tetrahedron, 2014, vol. 70, # 35, p. 5895 - 5903]

54
[ 621-77-2 ]
[ 106-54-7 ]
2,2-bis((4-chlorophenyl)thio)pentanal [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
43%	With copper(l) iodide; oxygen In dimethyl sulfoxide at 90℃; for 10h;

Reference： [1]Huang, Xin; Wang, Jichao; Ni, Zhangqin; Wang, Sichang; Pan, Yuanjiang [Organic Letters, 2015, vol. 17, # 21, p. 5488 - 5491]

55
[ 621-77-2 ]
N,N-dipentylbenzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 2-Picolinic acid; iron(III) chloride hexahydrate; tert-Butyl peroxybenzoate; water / pyridine / 24 h / 50 °C / Sealed tube 2: triethylamine / dichloromethane / 3.33 h / 0 - 20 °C
	Multi-step reaction with 3 steps 1: 2-Picolinic acid; iron(III) chloride hexahydrate; tert-Butyl peroxybenzoate; water / pyridine / 24 h / 50 °C / Sealed tube 2: sodium cyanoborohydride / methanol / 6 h / 60 °C 3: 2-Picolinic acid; iron(III) chloride hexahydrate; tert-Butyl peroxybenzoate; water / pyridine / 24 h / 50 °C / Sealed tube

Reference： [1]Legacy, Christopher J.; Wang, Anqi; O'Day, Brian J.; Emmert, Marion H. [Angewandte Chemie - International Edition, 2015, vol. 54, # 49, p. 14907 - 14910][Angew. Chem., 2015, vol. 127, # 49, p. 15120 - 15123]
[2]Legacy, Christopher J.; Wang, Anqi; O'Day, Brian J.; Emmert, Marion H. [Angewandte Chemie - International Edition, 2015, vol. 54, # 49, p. 14907 - 14910][Angew. Chem., 2015, vol. 127, # 49, p. 15120 - 15123]

56
[ 621-77-2 ]
[ 2050-92-2 ]

Yield	Reaction Conditions	Operation in experiment
60 %Spectr.	With 2-Picolinic acid; tert-Butyl peroxybenzoate; iron(III) chloride hexahydrate; water In pyridine at 50℃; for 24h; Sealed tube;

Reference： [1]Legacy, Christopher J.; Wang, Anqi; O'Day, Brian J.; Emmert, Marion H. [Angewandte Chemie - International Edition, 2015, vol. 54, # 49, p. 14907 - 14910][Angew. Chem., 2015, vol. 127, # 49, p. 15120 - 15123]

57
[ 621-77-2 ]
[ 6539-59-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 2-Picolinic acid; iron(III) chloride hexahydrate; tert-Butyl peroxybenzoate; water / pyridine / 24 h / 50 °C / Sealed tube 2: sodium cyanoborohydride / methanol / 6 h / 60 °C

Reference： [1]Legacy, Christopher J.; Wang, Anqi; O'Day, Brian J.; Emmert, Marion H. [Angewandte Chemie - International Edition, 2015, vol. 54, # 49, p. 14907 - 14910][Angew. Chem., 2015, vol. 127, # 49, p. 15120 - 15123]

58
[ 621-77-2 ]
N,N-dipentylpentanamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	With 2-Picolinic acid; tert-Butyl peroxybenzoate; iron(III) chloride hexahydrate; water In pyridine at 50℃; for 48h; Sealed tube;

Reference： [1]Legacy, Christopher J.; Wang, Anqi; O'Day, Brian J.; Emmert, Marion H. [Angewandte Chemie - International Edition, 2015, vol. 54, # 49, p. 14907 - 14910][Angew. Chem., 2015, vol. 127, # 49, p. 15120 - 15123]

59
[ 621-77-2 ]
[ 4424-17-3 ]
[ 38511-65-8 ]

Yield	Reaction Conditions	Operation in experiment
	With copper(I) oxide; tricyclohexylphosphine In chloroform at 100℃; for 24h; Schlenk technique; Sealed tube;	General procedure: A reaction tube was charged under air with 2-aminobenzanilide(1a, 0.2 mmol), Et3N (2a, 0.6 mmol), Cu2O (10 mol%), PCy3(10 mol%), and CHCl3 (2 mL). The vessel was sealed, heated at100 °C (oil-bath temperature) for 24 h, and then cooled to r.t.DDQ (1 equiv) was added, and the mixture was kept at r.t. for 1h. After filtration of the mixture and evaporation of the solventunder reduced pressure, the crude product was purified by column chromatography [silica gel, hexane-EtOAc (3:1)] to givea light-yellow solid;

Reference： [1]Xu, Wei; Zhu, Xiao-Rui; Qian, Peng-Cheng; Zhang, Xing-Guo; Deng, Chen-Liang [Synlett, 2016, vol. 27, # 20, p. 2851 - 2857]

60
[ 621-77-2 ]
[ 5335-87-5 ]
2,2-bis((4-methoxyphenyl)thio)pentanal [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With iodine; sodium carbonate In dimethyl sulfoxide at 100℃; for 24h; Green chemistry;	9 Specific Example 9: Ar p-methoxyphenyl, 1: 2, triamylamine, A mixture of 55.7 mg (0.2 mmol) of di-p-methoxyphenyl disulfide, 91.0 mg (0.4 mmol) of triamylamine, 42.4 mg (0.4 mmol) of Na2CO3, 101.6 mg (0.4 mmol) of iodine was added in the reaction tube, 2 ml of DMSO was added , heated at 100OC for 24 hours. After completion of the reaction was cooled, filtered, and the filtrate was rotary evaporated to remove the solvent, the residue was purified by silica gel column chromatography, petroleum ether The mixture was evaporated and the solvent removed by evaporation on a rotary evaporator. Vacuum drying gave 39.8 mg of 2,2-di-p-methoxyphenylsulfanylpentanal as a yellow liquid in 55% yield.
55%	With iodine; sodium carbonate In dimethyl sulfoxide at 100℃; for 24h; Schlenk technique;	2. General Procedure for the Synthesis of 3-13. General procedure: Under air atmosphere, a reaction tube was charged with disulfide (0.2 mmol), Tertiary amine (0.4 mmol), I2 (0.4 mmol) Na2CO3 (0.4 mmol) and DMSO (2 mL). The vessel was sealed and heated at 100 °C (oil bath temperature) for 24 h and then cooled to room temperature. The reaction mixture was washed with saturated Na2S2O3(2 x 15 mL) and then brine (1 x 15 mL). After the aqueous layer was extracted with ethyl acetate, the combined organic layers were dried over anhydrous Na2SO4 and evaporated under vacuum. The residue was purified by flash column chromatography (hexane/ethyl acetate) to afford the desired products.

Reference： [1]Current Patent Assignee: WENZHOU UNIVERSITY - CN106187839, 2016, A Location in patent: Paragraph 0028
[2]Gao, Xu-Hong; Xu, Wei; Zhang, Xing-Guo; Deng, Chen-Liang [Synlett, 2017, vol. 28, # 7, p. 841 - 846]

61
[ 110-59-8 ]
[ 621-77-2 ]

Yield	Reaction Conditions	Operation in experiment
98%	With palladium 10% on activated carbon; hydrogen In cyclohexane at 25℃; for 6h;
71%	With palladium 10% on activated carbon; hydrogen In cyclohexane at 90℃; Flow reactor;
	With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 50℃; for 5h;

Reference： [1]Monguchi, Yasunari; Mizuno, Masahiro; Ichikawa, Tomohiro; Fujita, Yuki; Murakami, Eri; Hattori, Tomohiro; Maegawa, Tomohiro; Sawama, Yoshinari; Sajiki, Hironao [Journal of Organic Chemistry, 2017, vol. 82, # 20, p. 10939 - 10944]
[2]Yamada, Tsuyoshi; Park, Kwihwan; Furugen, Chikara; Jiang, Jing; Shimizu, Eisho; Ito, Naoya; Sajiki, Hironao [ChemSusChem, 2022, vol. 15, # 2]
[3]Yoshimura, Masatoshi; Komatsu, Akira; Niimura, Masaru; Takagi, Yukio; Takahashi, Tohru; Ueda, Shun; Ichikawa, Tomohiro; Kobayashi, Yutaka; Okami, Hiroki; Hattori, Tomohiro; Sawama, Yoshinari; Monguchi, Yasunari; Sajiki, Hironao [Advanced Synthesis and Catalysis, 2018, vol. 360, # 8, p. 1726 - 1732]

62
[ 110-59-8 ]
[ 621-77-2 ]
[ 65870-64-6 ]
[ 2050-92-2 ]

Yield	Reaction Conditions	Operation in experiment
1: 63% 2: 11% 3: 1%	With hydrogen at 200℃;	Hydrogenation of n-valeronitrile (1d) The conditionalresidence time of hydrogen was 54 s kgcat mol-1,and that of nitrile 1d, 418 s kgcat mol-1. The reaction was performed at 200°C. The conversion of nitrile 1d was100%. The selectivity with respect to di-n-pentylamine4d was 63%, and its yield, 63%. Mass spectrum (EI, 70eV), m/e (Irel, %): 158.0 (36) [M + 1], 156.8 (2) [M], 44.0(100), 100.0 (47), 43.0 (12), 41.0 (9). The selectivity withrespect to di-n-pentylamine 6d was 11%, and its yield,11%. Mass spectrum (EI, 70 eV), m/e (Irel, %): 228.2 (14)[M + 1], 170.0 (100), 114.0 (55), 58.0 (40), 171.0 (12).The selectivity with respect to N-pentylidenepentylamine3d was 1%, and its yield, 1%. Mass spectrum (EI, 70 eV),m/e (Irel, %): 156.0 (100) [M+1], 98.1 (94), 41.0 (29),42.0 (25), 56.0 (24). The selectivity with respect ton-pentylamine 2d was 25%, and its yield, 24%. Massspectrum (EI, 70 eV), m/e (Irel, %): 87.8 (100) [M+1],86.9 (19), 86.0 (6), 83.9 (2), 82.8 (1).
1: 61% 2: 17% 3: 6%	With hydrogen at 240℃; Flow reactor;	General procedure: The reaction wasperformed in a flow-through reactor at atmosphericpressure at 120-260°. The moist reduced catalystwas fed in the reactor between the glass layers of thefilling attachment and dried in a hydrogen flow at 120°just before the reaction. The laboratory rector wasmade of a 121810 steel tube of internal diameter9 mm placed in an oven with the heating zone height50 mm. Temperature inside the reactor was measuredusing a thermocouple. The hydrogen feeding rate wasadjusted with a GV-7 hydrogen generator.

Reference： [1]Popov, Yu. V.; Mokhov; Latyshova; Panov; Pletneva, M. Yu. [Russian Journal of Applied Chemistry, 2017, vol. 90, # 11, p. 1778 - 1782][Zh. Prikl. Khim. (S.-Peterburg, Russ. Fed.), 2017, vol. 90, # 11, p. 1470 - 1474,5]
[2]Popov, Yu. V.; Mokhov; Latyshova; Nebykov; Panov; Pletneva, M. Yu. [Russian Journal of General Chemistry, 2017, vol. 87, # 10, p. 2276 - 2281][Zh. Obshch. Khim., 2017, vol. 87, # 10, p. 1616 - 1621,6]

63
[ 110-91-8 ]
[ 110-59-8 ]
[ 2937-98-6 ]
[ 621-77-2 ]

Yield	Reaction Conditions	Operation in experiment
1: 78 %Chromat. 2: 9 %Chromat.	With hydrogen at 185℃; Flow reactor;	Reductive amination of nitriles 1a-1f. General procedure: A reduced moist catalyst was loaded into the reactor and dried in a hydrogen stream at 120° just before the reaction. The reaction was performed in a plug flow reactor at atmospheric pressure and temperature 100-240°C. The laboratory-scale reactor was a 12Kh18N10T steel pipe of inner diameter 9 mm placed in an electric oven withheating zone height 50 mm. The reactor temperature was monitored using a thermocouple. The hydrogen feeding was controlled using a GV-7 hydrogen generator. A mixture of the corresponding catalyst, nitrile, and amine was loaded into the reactor and heated at 100-240°C under hydrogen flow. The reaction course was monitored by means of chromato-mass spectrometry.

Reference： [1]Popov, Yu. V.; Mokhov; Latyshova; Panov; Shirkhanyan [Russian Journal of General Chemistry, 2017, vol. 87, # 11, p. 2546 - 2551][Zh. Obshch. Khim., 2017, vol. 87, # 11, p. 1804 - 1809,6]

64
[ 999-09-7 ]
[ 621-77-2 ]
[ 2050-92-2 ]

Yield	Reaction Conditions	Operation in experiment
1: 68% 2: 20%	With platinum on carbon; hydrogen at 25℃; for 16h;

Reference： [1]Kadyrov, Renat [ChemCatChem, 2018, vol. 10, # 1, p. 170 - 172]

65
[ 773837-37-9 ]
[ 621-77-2 ]
[ 103229-72-7 ]

Yield	Reaction Conditions	Operation in experiment
84%	With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; acetic acid In acetonitrile at 20℃; for 24h; Irradiation; Sealed tube;

Reference： [1]Yilmaz, Ozgur; Oderinde, Martins S.; Emmert, Marion H. [Journal of Organic Chemistry, 2018, vol. 83, # 18, p. 11089 - 11100]

66
[ 621-77-2 ]
[ 627-18-9 ]
hydroxypropyl-tripentylammonium bromide [ No CAS ]