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Chemical Structure| 60835-69-0
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Product Details of [ 60835-69-0 ]

CAS No. :60835-69-0 MDL No. :MFCD00060713
Formula : C14H19NO7 Boiling Point : -
Linear Structure Formula :- InChI Key :XIWRBQVYCZCEPG-UHFFFAOYSA-N
M.W : 313.30 Pubchem ID :143747
Synonyms :

Safety of [ 60835-69-0 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362 UN#:
Hazard Statements:H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 60835-69-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 60835-69-0 ]

[ 60835-69-0 ] Synthesis Path-Downstream   1~84

  • 1
  • [ 60835-69-0 ]
  • [ 60835-71-4 ]
YieldReaction ConditionsOperation in experiment
100% With hydrazine hydrate monohydrate In 1,4-dioxane
100% With palladium on activated charcoal; hydrazine hydrate monohydrate In ethanol for 5h; Reflux;
99% With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 5h; 4 Synthesis of amino benz-15-crown-5-ether A suspension of nitro-benz-15-crown-5-ether (5g, 16 mmol) and the catalyst (10% Pd/C, 0.5g) in methanol (150 mL) was subjected to hydrogenation under atmospheric pressure at RT for 5h. The catalyst was filtered off and the solvent was removed under reduced pressure to give a slightly reddish viscous oil. Yield 4.6g (99%) . 1H NMR (CDCI3) , 5 6.73 (d, 1H, J = 8.4 Hz) , 6.27 (d, 1H, J = 2.4 Hz) , 6.21 (dd, 1H, J = 8.4 Hz, J = 2.4 Hz) , 4.08 - 4.04 (m, 4H) , 3.90 - 3.85 (m, 4H) , 3.74 (s, 8H) , 3.46 (brs, 2H) ppm.
93% With hydrazine hydrate monohydrate In 1,4-dioxane at 100℃; for 3h;
86% With hydrazine hydrate monohydrate In ethanol for 1.5h; Heating;
70% With hydrazine hydrate monohydrate In ethanol for 2h;
70% With hydrazine hydrate monohydrate at 500℃; 4-Aminobenzo-15-crown-5(AB15C5) production For the purpose of 4-nitrobenzo-15-crown-5reducition we chose the method of reduction byhydrazine hydrate over skeleton Raney nickel catalystin the alcohol media as the most convenient andeffective one. Contrary to other methods, a reductionby hydrazine hydrate over nickel catalyst takes placeat normal pressure and without autoclave.5 g Raney nickel was added to 34 g (0.108mole) 4-nitrobenzo-15-crown-5 with in 200-ml ethylalcohol and heated to 500 0C, followed by dripping34 ml hydrazine hydrate. In one hour’s time it wasfltered off the catalyst, with solution boiled out andresidue recrystallized from 30-ml ethyl alcohol. Theyield of AB15C5 was 70%, with its melting point of79.5-80.5 0C.Infrared spectrum (KBr, ν, cm-1): 497(weak), 581 (weak), 631 (weak), 712 (weak), 766(weak), 793 (weak) (NH2), 847 (medium) (NH2),917 (weak), 940 (medium), 987 (medium), 1060(medium) (C-O-C), 1079 (medium), 1127 (strong)(C-O-C), 1181 (medium), 1217 (medium) (C-N),1251 (medium), 1294 (medium), 1332 (weak),1355 (weak), 1452 (medium), 1511 (strong) (CH2),1589 (weak) (aromatic C-C), 1610 (medium) (NH2),2878 (medium) (C-H), 2921 (medium) (C-H), 2957(medium) (C-H), 3056 (aromatic C-H), 3346 (strong)(NH2), 3396 (strong) (NH2).1HNuclear magnetic resonance(DMSO-d6, 300 MHz): 3.60 (broad singlet, 8H,CH2+CH2+CH2+CH2), 3.68-3.77 (multiplet, 4H,CH2+CH2), 3.85-3.97 (multiplet, 4H, CH2+CH2), 4.67(broad singlet, 2H, NH2), 6.05 (double doublet, 1H,J=8.4, J=2.5, CH), 6.22 (doublet, 1H, J=2.5, CH),6.63 (doublet, 1H, J=8.4, CH).13C Nuclear magnetic resonance (DMSOd6, 75 MHz): 67.77, 68.84, 69.27, 69.71, 70.09,70.16, 70.30, 100.96, 105.53, 117.49, 139.35,143.95, 149.92.
42% With hydrazine hydrate monohydrate In methanol at 35℃; for 1.75h; Reflux; 4-Aminobenzo-15-crown-5 (1) A mixture of 15.65 g(0.05 mol) of 4-nitrobenzo-15-crown-5, 150 mL ofmethanol, and 10 mL of hydrazine hydrate was heated to 35°C, 3 g of Raney nickel was added, and themixture was kept for 45 min and was then heated for 1h under reflux. The mixture was cooled, the catalystwas filtered off, and the filtrate was treated withcharcoal on heating under reflux and filtered. Aftercooling to room temperature, the precipitate wasfiltered off, recrystallized from 3-methylbutan-1-ol,and dried. Yield 42%, mp 95-96°C, purity 97% (GC/MS). IR spectrum, ν, cm-1: 497 w, 581 w, 631 w, 712w, 766 w, 793 w, 847 m, 917 w, 940 m, 987 m, 1060m, 1079 m, 1127 s, 1181 m, 1217 m, 1251 m, 1294 m,1332 w, 1355 w, 1452 m, 1511 s, 1589 w, 1610 m,2878 m, 2921 m, 2957 m, 3056, 3346 s, 3396 s. 1HNMR spectrum, δ, ppm: 3.60 br.s (8H), 3.68-3.77 m(4H), 3.85-3.97 m (4H), 4.67 br.s (2H), 6.05 d.d (1H,J = 8.4, 2.5 Hz), 6.22 d (1H, J = 2.5 Hz), 6.63 d (1H,J = 8.4 Hz). 13C NMR spectrum, δC, ppm: 67.77,68.84, 69.27, 69.71, 70.09, 70.16, 70.30, 100.96,105.53, 117.49, 139.35, 143.95, 149.92. Found, %: C59.31; H 7.41; N 4.94. C14H21NO5. Calculated, %: C59.62; H 7.63; N 4.71.
With hydrogen
1.0 g With hydrogen In N,N-dimethyl-formamide for 1.5h;
With hydrogen In methanol; water monomer
With hydrogen In ethanol
With hydrazine hydrate monohydrate
With hydrazine hydrate monohydrate
With hydrogen Yield given;
With hydrogen In ethanol
With hydrogen In 1,4-dioxane at 18℃; other catalyst: palladium black;
With hydrogen In N,N-dimethyl-formamide Ambient temperature;
With hydrogen In 1,4-dioxane at 18℃;
With hydrogenchloride; zinc powder at 40℃; for 2h;
With palladium on activated charcoal; hydrazine
With platinum; hydrazine
With palladium on activated charcoal
With hydrazine monohydrate; palladium on activated charcoal In diethylene glycol dimethyl ether
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; methanol at 20℃; for 12h;
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; methanol at 20℃; for 12h;
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; methanol at 20℃; Compound M1 To a degassed solution of 4-nitrobenzo-15-crown-5 ether (1.10 g, 3.51mmol) in 40 mL of a THF:MeOH mixture (1:4) 20 mg of 10% Pd/C was added. The reactionmixture was kept under a H2 atmosphere (balloon pressure) at room temperature overnight.The catalyst was removed by filtration through a pad of Celite and washed withMeOH. The filtrate was concentrated under reduced pressure to give the crude productin a near-quantitative yield (0.98 g). The obtained 4-aminobenzo-15-crown-5 ether wasused in the next step without further purification.To the solution of 4-aminobenzo-18-crown-6 ether (0.98 g 3.46 mmol) in methanol (20mL), 3,4-dimethoxy-3-cyclobutene-1,2-dione (0.49 g, 3.45 mmol) was added. The reactionmixture was stirred at room temperature overnight. The resulting precipitate was isolatedby filtration and obtained solid material was washed several times with methanol. Theobtained white solid was dried in vacuo to give the desired product (1.18 g, 3.00 mmol,87% yield).HRMS (ESI): calcd for C13H7F6NO3Na [M + Na]+: 416.1321, found: 416.1333. 1H NMR(300 MHz, DMSO-d6) δ 10.64 (s, 1H), 7.17-6.95 (m, 1H), 6.95-6.90 (m, 1H), 6.87 6.77 (m, 1H)4.37 (s, 3H), 4.07-3.99 (m, 4H), 3.82-3.72 (m, 4H), 3.65-3.58 (m, 8H). 13C NMR (75 MHz,DMSO-d6) δ 189.1, 184.1, 178.7, 169.6, 149.3, 145.9, 132.1, 114.9, 112.23, 106.9, 70.9, 70.9, 70.3,70.2, 69.4, 69.4, 69.1, 68.7, 60.9.

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[2]Bunchuay, Thanthapatra; Docker, Andrew; Eiamprasert, Utt; Surawatanawong, Panida; Brown, Asha; Beer, Paul D. [Angewandte Chemie - International Edition, 2020, vol. 59, # 29, p. 12007 - 12012][Angew. Chem., 2020, vol. 132, # 29, p. 12105 - 12110,6]
[3]Current Patent Assignee: NWPT NANO WATER PURIFICATION TECHNOLOGY; N W P T NANO WATER PURIFICATION TECH - WO2022/44000, 2022, A1 Location in patent: Page/Page column 89
[4]Gorodnyuk, V. P.; Grigorash, R. Ya.; Chuprin, G. N.; Kotlyar, S. A. [Russian Journal of General Chemistry, 1998, vol. 68, # 6, p. 1001 - 1002][Zhurnal Obshchei Khimii, 1998, vol. 68, # 6, p. 1051 - 1052]
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  • 2
  • [ 60835-69-0 ]
  • [ 100460-06-8 ]
YieldReaction ConditionsOperation in experiment
90% With potassium hydroxide In water for 8h; Heating;
With potassium hydroxide In water at 100℃;
  • 3
  • [ 60835-69-0 ]
  • [ 73491-38-0 ]
  • [ 73491-37-9 ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide; sodium hydroxide; oxygen; zinc 1.) H2O, 70-80 deg C, 5 h, 2.) MeOH, 4 h; Multistep reaction. Title compound not separated from byproducts;
  • 4
  • [ 14098-44-3 ]
  • [ 60835-69-0 ]
YieldReaction ConditionsOperation in experiment
99.5% With nitric acid; In acetonitrile; Benzo-15-crown-5 nitration was carried outby nitric acid, 58%, over boiling reaction mass in theacetonitrile media, using relevant method17.Nitric acid of various concentrations can beused in nitration reaction. In some cases, diluted nitric acid (which is poor nitration agent and quite strongoxidizing agent) is also used due to the constantpresence of nitrous acid that hinders nitration.Another drawback of diluted nitric acid, which limitsits use, is its ability to express nitrating effect only athigh temperatures, which are featured by prevailingside oxidation reaction. Concentrated nitric acidshows nitrating effect at lower temperatures and lesslikely to cause undesirable oxidation, which is why wecarried out a nitration of resulted <strong>[14098-44-3]benzo-15-crown-5</strong>with nitric acid, 56%, in the acetonitrile media. Theyield of target product was 99.5%, while the meltingpoint of resulted compound was 94-95 0C.Infrared spectrum (KBr, nu, cm-1): 497(weak), 538 (weak), 618 (weak), 654 (medium)(aromatic C-H), 723 (weak), 745 (medium) (NO2),787 (weak), 806 (medium), 868 (medium) (N-O), 913(weak), 934 (medium), 980 (medium), 1010(weak),1047 (medium), 1093 (strong) (C-N), 1138 (strong)(C-O-C), 1240 (strong) (NO2), 1276 (strong) (NO2),1335 (strong) (NO2), 1417 (strong), 1428 (strong),1448 (medium) (N=O), 1517 (strong) (CH2 + NO2),1587 (medium) (aromatic C-C), 2868 (medium)(C-H), 2904 (medium) (C-H), 2929 (medium) (C-H),3083 (medium) (aromatic C-H).1H N u c l e a r m a g n e t i c r e s o n a n c e(DMSO-d6, 300 MHz): 3.62 (broad singlet, 8H,CH2+CH2+CH2+CH2), 3.74-3.85 (multiplet, 4H,CH2+CH2), 4.13-4.24 (multiplet, 4H, CH2+CH2), 7.15(doublet, 1H, J=8.9, CH), 7.73 (doublet, 1H, J=2.7,CH), 7.89 (double doublet, 1H, J=8.9, J=2.7, CH).13C Nuclear magnetic resonance (DMSO-d6,75 MHz): 67.77, 68.84, 69.27, 69.71, 70.09, 70.16,70.30, 100.96, 105.53, 117.49, 139.35, 143.95,149.92.
89% With tert.-butylnitrite; In acetonitrile; at 20℃; for 24h; 1 mmol of <strong>[14098-44-3]benzo-15-crown-5</strong> was added to the reaction flask, dissolved in 2 mL of acetonitrile, and 145 uL of t-butyl nitrite was added. The mixture was stirred at room temperature for 24 hours. After the reaction was completed, the organic solvent was removed by a rotary evaporator. Solvent, column chromatography gave the product nitro product, the reaction yield was 89%
72% With nitric acid; In acetonitrile; at 70℃; for 0.333333h; A solution of 26.8 g(0.10 mol) of <strong>[14098-44-3]benzo-15-crown-5</strong> in 14 mL ofacetonitrile was heated to 70C, 12 mL (0.15 mol) of58% nitric acid was added dropwise, and the mixturewas stirred for 20 min, cooled to room temperature,and diluted with 120 mL of cold water. The lightyellow crystalline solid was filtered off, recrystallizedfrom propan-2-ol, and dried in air. Yield 72%, mp 95-96C, purity 97% (GC/MS). IR spectrum, nu, cm-1: 497w, 538 w, 618 w, 654 m, 723 w, 745 m, 787 w, 806 m,868 m, 913 w, 934 m, 980 m, 1010 w, 1047 m, 1093 s,1138 s, 1240 s, 1276 s, 1335 s, 1417 s, 1428 s, 1448 m,1517 s, 1587 m, 2868 m, 2904 m, 2929 m, 3083 m. 1HNMR spectrum, delta, ppm: 3.62 br.s (8H), 3.74-3.85 m(4H), 4.13-4.24 m (4H), 7.15 d (1H, J = 8.9), 7.73 d(1H, J = 2.7 Hz), 7.89 d (1H, J = 8.9 Hz). 13C NMRspectrum, deltaC, ppm: 70.09, 70.16, 70.30, 100.96,105.53, 117.49, 139.35, 143.95, 149.92. Found, %: C54.01; H 6.23 N 4.27. C14H19NO7. Calculated, %: C53.62; H 6.06; N 4.47.
With nitric acid; acetic acid; at 10 - 20℃; To a solution of <strong>[14098-44-3]benzo-15-crown-5</strong> (1.0 g, 3.7 mmol) in acetic acid (4.0 mL), nitric acid (69%, 4.0 mL) was added at 10 C slowly. The color turned to yellow. The mixture was stirred at rt until the starting material disappeared. Then, the mixture was cooled to 10 C. To the mixture, fuming nitric acid (4.0 mL) was added dropwise. The mixture was stirred at rt. The yellow color turned orange gradually. At this stage, mono nitro compound was converted to dinitro compound. The mixture was poured to ice water (40 mL), and the organic layer was extracted with chloroform. The yellow extracts was dried over anhydrous MgSO4, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give 4,5-dinitro<strong>[14098-44-3]benzo-15-crown-5</strong> (0.86 g, 66%) as yellow crystals.

  • 5
  • [ 60835-69-0 ]
  • [ 108-24-7 ]
  • [ 77001-48-0 ]
YieldReaction ConditionsOperation in experiment
85% With hydrogen In acetic acid at 20℃; for 24h;
  • 7
  • [ 60835-69-0 ]
  • [ 74-89-5 ]
  • [ 194923-90-5 ]
YieldReaction ConditionsOperation in experiment
100% In ethanol at 100℃; for 48h;
98% In ethanol at 100℃; for 20h;
  • 8
  • [ 107-10-8 ]
  • [ 60835-69-0 ]
  • 2-(2-{2-[2-(5-nitro-2-propylaminophenoxy)ethoxy]ethoxy}ethoxy)ethan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
98% In ethanol at 130℃; for 100h; Sealed tube;
In ethanol at 100℃; for 150h;
  • 9
  • [ 60835-69-0 ]
  • [ 75-04-7 ]
  • 2-(2-{2-[2-(2-ethylamino-5-nitrophenoxy)ethoxy]ethoxy}ethoxy)ethan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
97% In ethanol at 130℃; for 100h; Sealed tube;
In ethanol at 100℃; for 100h;
  • 10
  • [ 60835-69-0 ]
  • [ 141-43-5 ]
  • 2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-4-nitro-phenylamino]-ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% In ethanol at 100℃; for 100h;
  • 11
  • [ 60835-69-0 ]
  • [ 124-40-3 ]
  • 2-(2-{2-[2-(2-dimethylamino-5-nitro-phenoxy)-ethoxy]-ethoxy}-ethoxy)-ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% In ethanol at 100℃; for 150h;
  • 12
  • [ 60835-69-0 ]
  • [ 156-87-6 ]
  • 3-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-4-nitro-phenylamino]-propan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% In ethanol at 100℃; for 100h;
  • 13
  • [ 60835-69-0 ]
  • [ 100-46-9 ]
  • 2-(2-{2-[2-(2-benzylamino-5-nitrophenoxy)ethoxy]ethoxy}ethoxy)ethan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% In ethanol at 130℃; for 300h; Sealed tube;
In ethanol at 100℃; for 300h;
  • 14
  • [ 14098-44-3 ]
  • [ 60835-69-0 ]
  • [ 99624-13-2 ]
YieldReaction ConditionsOperation in experiment
1: 60% 2: 5% With potassium nitrate at 40℃;
  • 15
  • [ 60835-69-0 ]
  • <i>N</i>,<i>N</i>'-bis-(6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-yl)-diazene <i>N</i>-oxide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hexamethyldisilazane In tetrahydrofuran at 150℃; for 48h;
  • 16
  • [ 638-56-2 ]
  • [ 60835-69-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 52 percent / NaOH / butan-1-ol 2: 98 percent / aq. HNO3; CH3COOH / CHCl3
Multi-step reaction with 2 steps 1: sodium hydroxide / butan-1-ol; water / 5 h / 60 - 65 °C 2: nitric acid / acetonitrile / 0.33 h / 70 °C
Multi-step reaction with 2 steps 1.1: sodium hydroxide / butan-1-ol; water 1.2: 7 h / 107 °C 2.1: nitric acid / acetonitrile
  • 17
  • [ 60835-69-0 ]
  • C28H31NO5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 100 percent / N2H4*nH2O / Pd/C / dioxane 2: NaOtBu; rac-BINAP / Pd2(dba)3 / toluene / 12 h / 80 °C
  • 18
  • [ 60835-69-0 ]
  • C29H30N2O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 100 percent / N2H4*nH2O / Pd/C / dioxane 2: NaOtBu; rac-BINAP / Pd2(dba)3 / toluene / 12 h / 80 °C
  • 19
  • [ 120-80-9 ]
  • [ 60835-69-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 52 percent / NaOH / butan-1-ol 2: 98 percent / aq. HNO3; CH3COOH / CHCl3
Multi-step reaction with 2 steps 1: sodium hydroxide / butan-1-ol; water / 5 h / 60 - 65 °C 2: nitric acid / acetonitrile / 0.33 h / 70 °C
Multi-step reaction with 2 steps 1.1: sodium hydroxide / butan-1-ol; water 1.2: 7 h / 107 °C 2.1: nitric acid / acetonitrile
  • 20
  • [ 60835-69-0 ]
  • 13-methyl-16-nitro-2,3,5,6,8,9,12,13-octahydro-11H-1,4,7,10,13-benzotetraoxaazacyclopentadecin [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 100 percent / ethanol / 48 h / 100 °C 2: 94 percent / SO2Cl; pyridine / CHCl3 / 10 h / Heating 3: 95 percent / NaI / acetone / 100 h / Heating 4: 80 percent / NaH / tetrahydrofuran / 0.5 h / Heating
  • 21
  • [ 60835-69-0 ]
  • [ 511538-50-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 100 percent / ethanol / 48 h / 100 °C 2: 94 percent / SO2Cl; pyridine / CHCl3 / 10 h / Heating
  • 22
  • [ 60835-69-0 ]
  • [ 511538-53-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 100 percent / ethanol / 48 h / 100 °C 2: 94 percent / SO2Cl; pyridine / CHCl3 / 10 h / Heating 3: 95 percent / NaI / acetone / 100 h / Heating
  • 23
  • [ 60835-69-0 ]
  • 2-Amino-3-hydroxy-4-methyl-N-[(6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-ylcarbamoyl)-methyl]-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Pd/C / dioxane / 18 °C 2: 70 percent / diethyl ether; CHCl3 / 20 h / 18 °C 3: H2 / 5percent Pd/C / methanol; dioxane / 18 °C
  • 24
  • [ 60835-69-0 ]
  • 2-Amino-3-hydroxy-4-methyl-N-[2-(6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-ylcarbamoyl)-ethyl]-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Pd/C / dioxane / 18 °C 2: 58 percent / diethyl ether; CHCl3 3: H2 / 5percent Pd/C / methanol; dioxane
  • 25
  • [ 60835-69-0 ]
  • 2-Amino-3-hydroxy-4-methyl-N-[5-(6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-ylcarbamoyl)-pentyl]-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Pd/C / dioxane / 18 °C 2: 40 percent / diethyl ether; CHCl3 3: H2 / 5percent Pd/C / methanol; dioxane
  • 26
  • [ 60835-69-0 ]
  • [ 211674-36-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: H2 / Pd/C / dioxane / 18 °C 2: 70 percent / diethyl ether; CHCl3 / 20 h / 18 °C
  • 27
  • [ 60835-69-0 ]
  • [ 211674-37-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: H2 / Pd/C / dioxane / 18 °C 2: 58 percent / diethyl ether; CHCl3
  • 28
  • [ 60835-69-0 ]
  • [ 211674-38-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: H2 / Pd/C / dioxane / 18 °C 2: 40 percent / diethyl ether; CHCl3
  • 29
  • [ 60835-69-0 ]
  • 2-Amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid bis-[(6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-ylcarbamoyl)-methyl]-amide} [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: H2 / Pd/C / dioxane / 18 °C 2: 70 percent / diethyl ether; CHCl3 / 20 h / 18 °C 3: H2 / 5percent Pd/C / methanol; dioxane / 18 °C 4: potassium ferricyanide, phosphate buffer (pH 7.2) / methanol; dioxane / 22 h / 18 °C
  • 30
  • [ 60835-69-0 ]
  • 2-Amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid bis-[2-(6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-ylcarbamoyl)-ethyl]-amide} [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: H2 / Pd/C / dioxane / 18 °C 2: 58 percent / diethyl ether; CHCl3 3: H2 / 5percent Pd/C / methanol; dioxane 4: potassium ferricyanide, phosphate buffer (pH 7.2) / methanol; dioxane
  • 31
  • [ 60835-69-0 ]
  • 2-Amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid bis-[5-(6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-ylcarbamoyl)-pentyl]-amide} [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: H2 / Pd/C / dioxane / 18 °C 2: 40 percent / diethyl ether; CHCl3 3: H2 / 5percent Pd/C / methanol; dioxane 4: potassium ferricyanide, phosphate buffer (pH 7.2) / methanol; dioxane
  • 32
  • [ 60835-69-0 ]
  • [ 77100-96-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: H2 / 10percent Pd/C / dimethylformamide / Ambient temperature 2: 1.) 7.5M HCl, NaNO2 / 1.) H2O, 0 deg C
  • 33
  • [ 60835-69-0 ]
  • [ 206558-95-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: H2 / 10percent Pd/C / dimethylformamide / Ambient temperature 2: 1.) NaNO2, HCl / 1.) H2O, 0 deg C, 10 min, 2.) H2O, pyridine, 0 deg C, 1 h, then RT, 1 h
  • 34
  • [ 60835-69-0 ]
  • (4-{2-[2-(2-Dodecyloxy-ethoxy)-ethoxy]-ethoxy}-phenyl)-(6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-yl)-diazene [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / 10percent Pd/C / dimethylformamide / Ambient temperature 2: 1.) 7.5M HCl, NaNO2 / 1.) H2O, 0 deg C 3: 68 percent / K2CO3 / dimethylsulfoxide / 6 h / 80 °C
  • 35
  • [ 60835-69-0 ]
  • [ 206558-92-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / 10percent Pd/C / dimethylformamide / Ambient temperature 2: 1.) NaNO2, HCl / 1.) H2O, 0 deg C, 10 min, 2.) H2O, pyridine, 0 deg C, 1 h, then RT, 1 h 3: 70 percent / K2CO3 / dimethylsulfoxide / 4 h / 80 - 90 °C
  • 36
  • [ 60835-69-0 ]
  • [ 206558-93-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / 10percent Pd/C / dimethylformamide / Ambient temperature 2: 1.) NaNO2, HCl / 1.) H2O, 0 deg C, 10 min, 2.) H2O, pyridine, 0 deg C, 1 h, then RT, 1 h 3: 79 percent / K2CO3 / dimethylsulfoxide / 6 h / 80 °C
  • 37
  • [ 60835-69-0 ]
  • 2-Amino-3-hydroxy-4-methyl-N-(6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-yl)-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: hydrogen / palladium on carbon / dioxane / 18 °C / other catalyst: palladium black 2: 1.3 g / triethylamine / dioxane / 18 °C 3: hydrogen / Pd/C / dioxane / 18 °C / other catalyst: palladium black
  • 38
  • [ 60835-69-0 ]
  • [ 182575-75-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: hydrogen / palladium on carbon / dioxane / 18 °C / other catalyst: palladium black 2: 1.3 g / triethylamine / dioxane / 18 °C
  • 39
  • [ 60835-69-0 ]
  • 2-Amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid bis-[(6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-yl)-amide] [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: hydrogen / palladium on carbon / dioxane / 18 °C / other catalyst: palladium black 2: 1.3 g / triethylamine / dioxane / 18 °C 3: hydrogen / Pd/C / dioxane / 18 °C / other catalyst: palladium black 4: 0.26 g / phosphate buffer, potassium hexacyanoferrate(III) / dioxane / 20 h / 18 °C / pH 7.1-7.2, other reagent: p-benzoquinone
  • 40
  • [ 60835-69-0 ]
  • [ 73491-38-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: H2 / ethanol 2: O2, CuCl / ethanol
Multi-step reaction with 2 steps 1: Zn, KOH 2: 1,2-dichloro-benzene / Irradiation
Multi-step reaction with 2 steps 1: 1.) NaOH, KOH, Zn, 2.) O2 / 1.) H2O, 70-80 deg C, 5 h, 2.) MeOH, 4 h 2: 1,2-dichloro-benzene / 30 °C / Irradiation; photoisomerization; influence of alkali metal and ammonium ions on the cis/trans ratio at the photostationary state; extraction of alkali metal cations, ion transport across a liquid membrane; dependence on anions present
Multi-step reaction with 2 steps 1: 9.1 percent / Zn, KOH 2: various solvent(s) / Ambient temperature; Irradiation

  • 41
  • [ 60835-69-0 ]
  • [ 96840-72-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: H2 / ethanol 2: O2, CuCl / ethanol
Multi-step reaction with 2 steps 1: hydrogen; palladium 10% on activated carbon / methanol / 5 h / 20 °C / 760.05 Torr 2: potassium permanganate / dichloromethane / 20 °C
  • 42
  • [ 60835-69-0 ]
  • (1S,5R,7S)-3-(6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-yl)-2,4-dioxo-1,5,7-tripropyl-3-aza-bicyclo[3.3.1]nonane-7-carbonyl chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Pd/C 2: 1.5 h / 180 °C 3: SOCl2
  • 43
  • [ 60835-69-0 ]
  • (1R,5S,7R)-3-(6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-yl)-2,4-dioxo-1,5,7-tripropyl-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid (6,7,9,10,12,13,15,16-octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-yl)-amide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: H2 / Pd/C 2: 1.5 h / 180 °C 3: SOCl2
Multi-step reaction with 2 steps 1: H2 / Pd/C
  • 44
  • [ 60835-69-0 ]
  • [ 53408-96-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 90 percent / KOH / H2O / 8 h / Heating 2: KOH / tetrahydrofuran
Multi-step reaction with 2 steps 1: KOH / H2O / 100 °C 2: KOH / tetrahydrofuran
  • 45
  • [ 60835-69-0 ]
  • [ 83935-95-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 46
  • [ 60835-69-0 ]
  • [ 83935-93-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 47
  • [ 60835-69-0 ]
  • [ 83935-96-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 48
  • [ 60835-69-0 ]
  • [ 100460-07-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 90 percent / KOH / H2O / 8 h / Heating 2: KOH / tetrahydrofuran 3: 90 percent / KOH / H2O / 8 h / Heating
Multi-step reaction with 3 steps 1: KOH / H2O / 100 °C 2: KOH / tetrahydrofuran 3: KOH / H2O / 100 °C
  • 49
  • [ 60835-69-0 ]
  • [ 100460-08-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 90 percent / KOH / H2O / 8 h / Heating 2: 85 percent / NaOAc / acetic acid / 5 h / Heating
Multi-step reaction with 2 steps 1: KOH / H2O / 100 °C
  • 50
  • [ 60835-69-0 ]
  • [ 100460-09-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 90 percent / KOH / H2O / 8 h / Heating 2: KOH / tetrahydrofuran 3: 90 percent / KOH / H2O / 8 h / Heating 4: 85 percent / NaOAc / acetic acid / 5 h / Heating
Multi-step reaction with 4 steps 1: KOH / H2O / 100 °C 2: KOH / tetrahydrofuran 3: KOH / H2O / 100 °C
  • 51
  • [ 60835-69-0 ]
  • [ 83935-62-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating
  • 52
  • [ 60835-69-0 ]
  • [ 83935-75-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 53
  • [ 60835-69-0 ]
  • [ 83935-64-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating
  • 54
  • [ 60835-69-0 ]
  • [ 83935-78-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 55
  • [ 60835-69-0 ]
  • [ 77001-49-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C
Multi-step reaction with 2 steps 1: 85 percent / H2 / 10percent Pd/C / acetic acid / 24 h / 20 °C / 37503 Torr 2: 73 percent / 70percent HNO3 / acetic acid; CHCl3 / Ambient temperature
  • 56
  • [ 60835-69-0 ]
  • [ 83935-73-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 57
  • [ 60835-69-0 ]
  • [ 83935-77-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 58
  • [ 60835-69-0 ]
  • [ 83935-72-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 59
  • [ 60835-69-0 ]
  • [ 83935-80-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 60
  • [ 60835-69-0 ]
  • [ 83935-82-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 61
  • [ 60835-69-0 ]
  • [ 83935-84-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 62
  • [ 60835-69-0 ]
  • [ 83935-70-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 63
  • [ 60835-69-0 ]
  • [ 83935-81-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 64
  • [ 60835-69-0 ]
  • [ 83935-71-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 65
  • [ 60835-69-0 ]
  • [ 83935-83-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 66
  • [ 60835-69-0 ]
  • [ 83952-91-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 67
  • [ 60835-69-0 ]
  • [ 83935-67-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 68
  • [ 60835-69-0 ]
  • [ 83935-66-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 69
  • [ 60835-69-0 ]
  • [ 83935-69-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 70
  • [ 60835-69-0 ]
  • [ 83935-85-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 71
  • [ 60835-69-0 ]
  • [ 83935-87-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 72
  • [ 60835-69-0 ]
  • [ 83935-92-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 73
  • [ 60835-69-0 ]
  • [ 83935-89-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 74
  • [ 60835-69-0 ]
  • [ 83935-86-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 75
  • [ 60835-69-0 ]
  • [ 83935-90-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 76
  • [ 60835-69-0 ]
  • [ 83935-88-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 77
  • [ 60835-69-0 ]
  • [ 83935-98-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
  • 78
  • [ 60835-69-0 ]
  • [ 83936-00-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 79
  • [ 60835-69-0 ]
  • [ 77001-50-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating
Multi-step reaction with 3 steps 1: 85 percent / H2 / 10percent Pd/C / acetic acid / 24 h / 20 °C / 37503 Torr 2: 73 percent / 70percent HNO3 / acetic acid; CHCl3 / Ambient temperature 3: 55 percent / conc. HCl / 0.33 h / Heating
  • 80
  • [ 60835-69-0 ]
  • [ 112550-03-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 81
  • [ 60835-69-0 ]
  • [ 99348-31-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 82
  • [ 60835-69-0 ]
  • [ 99624-14-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: H2 / Ra-Ni / methanol; H2O 2: 2) nitric acid / 1) glacial acetic acid, 80 deg C, 1 h, 2) 60 deg C 3: 70 percent / 18percent aq. HCl / Heating 4: 94 percent / chlorobenzene / Heating 5: CH2Cl2 / 2 h / Ambient temperature
  • 83
  • [ 60835-69-0 ]
  • [ 112550-04-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating
Multi-step reaction with 2 steps 1: H2 / Ra-Ni / methanol; H2O
  • 84
  • [ 60835-69-0 ]
  • [ 99348-35-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: H2 / Ra-Ni / methanol; H2O 2: 87 percent / chlorobenzene / Heating 3: CH2Cl2 / 2 h / Ambient temperature
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