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Chemical Structure| 122-97-4 Chemical Structure| 122-97-4
Chemical Structure| 122-97-4

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Product Details of Benzenepropanol

CAS No. :122-97-4
Formula : C9H12O
M.W : 136.19
SMILES Code : OCCCC1=CC=CC=C1
MDL No. :MFCD00002950
InChI Key :VAJVDSVGBWFCLW-UHFFFAOYSA-N
Pubchem ID :31234

Safety of Benzenepropanol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Benzenepropanol

* 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 [ 122-97-4 ]

[ 122-97-4 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 122-97-4 ]
  • [ 75-36-5 ]
  • [ 122-72-5 ]
YieldReaction ConditionsOperation in experiment
With dmap; triethylamine; In dichloromethane; at 0 - 20℃; for 1h; Acetyl chloride (13.66 g) was added into a solution of 3 -phenyl- 1-propanol (15.8 g), Et3N (32.3 mL) and DMAP (1.417 g) in dichloromethane (DCM) (250 mL) at 0 C dropwise. The resultant mixture was stirred at the same temperature. After 1 hour, the mixture was allowed to warm to room temperature and stirred overnight. The mixture was washed with 1 M HC1 and brine. The organic phase was then dried over anhydrous Na2SC>4. After filtration, the filtrate was concentrated in vacuo to afford 3-phenylpropyl acetate (11.8 g) as a yellow oil. -NuMuRho (400 MHz, CDC13) delta ppm 1.93-2.01 (m, 2H), 2.06 (s, 3H), 2.69 (t, J= 7.2 Hz, 2H), 4.09 (t, J= 6.4 Hz, 2H), 7.18-7.22 (m, 3H), 7.26-7.31 (m, 2H); MS(ES+) m/z 179 (MH+).
  • 2
  • [ 122-97-4 ]
  • [ 13827-62-8 ]
  • Naphthalene-2,6-disulfonic acid bis-(3-phenyl-propyl) ester [ No CAS ]
  • 3
  • [ 122-97-4 ]
  • [ 254-04-6 ]
  • [ 254-03-5 ]
  • [ 493-08-3 ]
  • [ 491-37-2 ]
  • [ 19090-04-1 ]
  • [ 100-52-7 ]
  • 4
  • [ 122-97-4 ]
  • [ 254-03-5 ]
  • [ 493-08-3 ]
  • [ 491-37-2 ]
  • [ 19090-04-1 ]
  • 5
  • [ 104-54-1 ]
  • [ 122-97-4 ]
  • [ 122-72-5 ]
  • 6
  • [ 2046-33-5 ]
  • [ 104-53-0 ]
  • [ 122-97-4 ]
  • [ 122-72-5 ]
  • 7
  • [ 122-72-5 ]
  • [ 122-97-4 ]
  • [ 108-95-2 ]
  • 8
  • [ 122-97-4 ]
  • [ 108-24-7 ]
  • [ 122-72-5 ]
YieldReaction ConditionsOperation in experiment
98% With 2-N,N-dimethylaminopyridinium saccharinate; In neat (no solvent); at 25℃; for 6h; General procedure: The alcohol (2mmol) and the anhydride (2.2mmol) were mixed in a 10mL test tube and 1mol% of salt A (0.02mmol) was added. The tube was then capped (or under N2 purge) and the reaction mixture was stirred at room temperature (except for 1-methylcyclopentanol at 60C). After a couple of hours the acid effluent was evaporated in vacuum. The residue was then allowed to cool to room temperature and the salt was precipitated by adding 2mL hexane (or toluene). After filtration, salt was recovered, and then evaporating solvent from the filtrate afforded the crude ester product. The recovered salt was charged with the substrates, and the reaction mixture was then proceeded to the next run. The products were quantified with GC analysis by comparison to NMP as an internal standard. The products from the 1st run were further purified by column chromatography, and the isolated yields were compared with the GC/MS yields. They were all in good agreement.
93% With rice husk ash/TiO2 nanocomposite; In neat (no solvent); at 20℃; for 0.233333h;Green chemistry; General procedure: 1 mmol of the substrate (alcohol, phenol or amine) wasadded to a mixture of RHA/TiO2(30%) (20 mg) and aceticanhydride (1.5 mmol per OH/NH2 group) and the resulting mixture was stirred at room temperature. After completionof the reaction (mentioned by TLC), dichloromethane(20 mL) was added and the catalyst was separated byfiltration. The organic phase was washed with 10% aqueoussolution of sodium bicarbonate (2 20 mL) and dried overNa2SO4. The solvent was removed under reduced pressureto afford the desired product in good to high yields. Thespectral (IR, 1H and 13C NMR) data of new compounds arepresented below:
92% With iron(III) p-toluenesulfonate hexahydrate; In neat (no solvent); at 0℃; for 1h; General procedure: A homogenous mixture of cinnamyl alcohol (0.998 g, 7.44 mmol) and acetic anhydride (0.987 g, 0.91 mL, 9.67 mmol) was stirred as Fe(OTs)3·6H2O (0.101 g, 0.1487 mmol, 2.0 mol %) was added. The progress of the reaction was followed by GC. After 15 min, aqueous 10% Na2CO3 (10 mL) was added and the mixture was stirred for 10 min. The reaction mixture was extracted with ethyl acetate (2 × 20 mL). The combined organic layers were washed with saturated aqueous NaCl (15 mL), dried (Na2SO4), and concentrated on a rotary evaporator to yield 1.248 g (95%) of a clear, slightly yellow liquid that was identified as cinnamyl acetate and was determined to be >98% pure by 1H & 13C NMR spectroscopy, and 96% pure by GC.
89% With 20CuO-ZnO nanocatalyst; In dichloromethane; at 20℃; for 0.333333h;Green chemistry; General procedure: A heterogenous mixture of alcohol (1 mmol), acetic anhydride (1.2 mmol) and the 20CuO-ZnO nanocatalyst (0.05g) in CH2Cl2 (10 mL) was stirred at room temperature. Upon completion of the reaction, as determined by TLC, the mixture was filtered to recover the catalyst. The catalyst was washedwith CH2Cl2 (5 mL) and then dried at X C for Y h before beingused in consecutive runs. The combined organic layers were washed sequentially with 5% (w/v) NaHCO3 solution and water and then dried over MgSO4. The solvent was then removed in vacuo to give the crude product as a residue, which was purified by column chromatography over silica gel to afford the pure desired products in high yield.
86% In neat (no solvent); at 75℃; for 0.5h; General procedure: Alcohol, phenol, and/or amine (1 mmol) were added to amixture of the ZnAl2O4SiO2 nanocomposite (100 mg) andacetic anhydride (1 mmol). The mixture was stirred at 75 C(for alcohols and phenols) or at room temperature (for amines)for a time. The progress of the reaction was monitored by TLCand/or GC-MS. When the reaction was completed, ethyl acetate(10 mL) was added and the mixture was filtered to separate offthe catalyst. The catalyst was washed twice with 7.5 mL ethylacetate. The combined organic phases were washed with a10% solution of NaHCO3 and then dried over MgSO4. The solventwas removed to yield the product. If further purificationwas needed, the product was passed through a short column ofsilica gel. All products were characterized on the basis ofGC-MS, FT-IR, and 1H-NMR spectral data by comparing thesespectra with those of standard samples or literature data.
69% With triethylammonium acetate; at 20℃; for 3h; General procedure: To a stirred solution of 2-naphthol (0.2 mmol) in TEAA(2 ml), was added acetic anhydride (0.22 mmol). The solutionwas stirred for 3 hours at room temperature. After consumptionof starting material (TLC monitoring, ethyl acetate/hexane, 2:8), the product formed was diluted with 1 mlH2O and extracted with 3 x 2 ml ether. The combined organiclayer was separated, dried (Na2SO4), and evaporatedunder reduced pressure to afford the desired product. 1H and13C NMR spectra were in full accordance with the structureproposed. The water in the aqueous layer was distilled under reduced pressure leaving behind the TEAA which was furtherrecycled.

References: [1]Chemical Communications,1996,p. 2625 - 2626.
[2]Journal of Organic Chemistry,1998,vol. 63,p. 2342 - 2347.
[3]Monatshefte fur Chemie,2004,vol. 135,p. 1257 - 1263.
[4]Synthetic Communications,2002,vol. 32,p. 1337 - 1343.
[5]Synthetic Communications,2005,vol. 35,p. 483 - 491.
[6]Journal of Organometallic Chemistry,2010,vol. 695,p. 1182 - 1188.
[7]Inorganica Chimica Acta,2011,vol. 377,p. 159 - 164.
[8]Synthetic Communications,2004,vol. 34,p. 4227 - 4232.
[9]Tetrahedron,2016,vol. 72,p. 3468 - 3476.
[10]Journal of the American Chemical Society,1995,vol. 117,p. 4413 - 4414.
[11]Monatshefte fur Chemie,2002,vol. 133,p. 323 - 327.
[12]Synthetic Communications,2010,vol. 40,p. 1022 - 1028.
[13]Journal of the American Chemical Society,2007,vol. 129,p. 14775 - 14779.
[14]Comptes Rendus Chimie,2016,vol. 19,p. 1003 - 1010.
[15]Synlett,2001,p. 519 - 520.
[16]Tetrahedron Letters,2012,vol. 53,p. 6946 - 6949.
[17]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2005,vol. 44,p. 201 - 203.
[18]Journal of the Brazilian Chemical Society,2011,vol. 22,p. 1323 - 1332.
[19]Chinese Journal of Catalysis,2015,vol. 36,p. 308 - 313.
[20]Tetrahedron Letters,1998,vol. 39,p. 3263 - 3266.
[21]Monatshefte fur Chemie,2009,vol. 140,p. 1495 - 1498.
[22]Cuihua Xuebao/Chinese Journal of Catalysis,2014,vol. 35,p. 368 - 375.
[23]Monatshefte fur Chemie,2004,vol. 135,p. 279 - 282.
[24]Chinese Chemical Letters,2010,vol. 21,p. 1187 - 1190.
[25]Journal of the Iranian Chemical Society,2014,vol. 11,p. 1103 - 1112.
[26]Chemical Communications,1996,p. 1193 - 1194.
[27]Phosphorus, Sulfur and Silicon and the Related Elements,2003,vol. 178,p. 1999 - 2002.
[28]Letters in Organic Chemistry,2016,vol. 13,p. 195 - 200.
[29]Synthetic Communications,2002,vol. 32,p. 863 - 867.
[30]Polyhedron,2011,vol. 30,p. 2237 - 2243.
[31]Comptes Rendus Chimie,2011,vol. 14,p. 1080 - 1087.
[32]Dalton Transactions,2012,vol. 41,p. 11745 - 11752.
  • 9
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  • [ 64-19-7 ]
  • [ 122-72-5 ]
YieldReaction ConditionsOperation in experiment
65% With zinc(II) oxide; for 3h;Reflux; General procedure: To a mixture of acetic acid (5 mL) and alcohol (1 mmol), ZnO nanopowder (0.05 mmol) was added. The mixture was stirred vigorously under reflux conditions for 3 hr. The reaction was monitored by TLC (CCl4: EtOAc, 4:1). Then, the reaction mixture was washed with an aqueous solution of sodium bicarbonate (20%) and filtered. The filtrate was extracted with ether (3 × 50 mL), washed with H2O (3× 10 mL) and dried over anhydrous magnesium sulfate. Evaporation of solvent under reduced pressure gave the desired acetate in specified yield (Table I). All the acetates were known and characterized according to their IR, 13C and 1H NMR spectra.
  • 10
  • [ 122-97-4 ]
  • [ 141-78-6 ]
  • [ 122-72-5 ]
YieldReaction ConditionsOperation in experiment
96% General procedure: The alcohol (0.5 mmol) and KOtBu (1.0 mmol) were taken in a two-neck round bottomed flask and then purged with nitrogen gas. Then 2 mL of dimethylsulphoxide (DMSO) was added to it and the reaction mixture was stirred at room temperature for 10 min. Then 1.0 mL of EtOAc was added to it and the stirring was contunued for an additional 10 minutes. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate (3 x 20 mL). The combined organic layer was washed with brine, dried over anhydrous Na2SO4, evaporated under reduced pressure. Then the crude product was purified by column chromatography using silica gel (60-120 mesh) and hexane/EtOAc as eluent.
With Novozyme-435; at 20℃; for 24h;Sealed tube; Enzymatic reaction; General procedure: The experiments were performed with 100 mg of substrate, 5 mg of Novozyme-435 and 5 mL of ethyl acetate (Tables 2 and 3). The suspension containing a mixture of the lipase and the corresponding substrate in ethyl acetate was stirred with a magnetic stirring bar in a test tube sealed with a cap at room temperature, being monitored by TLC. After reaction completion, the stirring was stopped and the solution filtered through a cotton plug. The solvents were evaporated under vacuum and the residue analyzed by 1H and 13C NMR spectra (provided in the supplemental information) to confirm the structure and determine the percentage of conversion of the primary alcohols into their corresponding acetylated forms
  • 11
  • [ 122-97-4 ]
  • [ 104-53-0 ]
  • [ 122-72-5 ]
  • 12
  • [ 122-97-4 ]
  • [ 64-19-7 ]
  • [ 104-53-0 ]
  • [ 122-72-5 ]
  • 14
  • [ 2046-33-5 ]
  • Cu(OAc)2 [ No CAS ]
  • [ 104-53-0 ]
  • [ 122-97-4 ]
  • [ 122-72-5 ]
  • 16
  • [ 122-97-4 ]
  • [ 54925-64-3 ]
  • [ 69404-95-1 ]
  • 17
  • [ 108-05-4 ]
  • [ 122-97-4 ]
  • [ 122-72-5 ]
YieldReaction ConditionsOperation in experiment
93%Chromat. With lipase B from Candida antarctica; In carbon dioxide; at 20℃; under 48754.9 Torr; for 0.5h;Autoclave; Green chemistry; liquid CO2; General procedure: a mixture of alcohol and vinyl acetate, and enzyme was added and sealed in a high-pressure resistant stainless-steel vessel (10 ml volume). The temperature was controlled by a thermostatic bath equipped with a recirculating chiller (Eyela, CCA-1111). CO2 gas was sent into the vessel by a CO2 pump (Jasco, PU-2080-CO2 Plus) until the desired pressures were achieved. The vessel was then vigorously stirred with a magnetic bar. At the end of the reaction, the mixtures were collected by placing the vessel on ice and depressuring. The reaction mixture was collected in hexane (10 ml) and analyzed by GC. The reactants and products were all soluble under the reaction conditions that were confirmed by visual inspection of the reaction mixture in a reactor equipped with sapphire windows (2.5 cm in diameter).The effect of supercritical CO2 on the reaction was also investigated under the same reaction conditions but at 40C and compared with that of hexane at 40C. Supercritical CO2 (conversion 35.7 ± 1.3%, eep >99%) showed a comparable effect with hexane (conversion 35.5 ± 2.2%, eep >99%).
  • 18
  • [ 122-97-4 ]
  • [ 26638-43-7 ]
  • [ 866942-16-7 ]
YieldReaction ConditionsOperation in experiment
41% With dmap; In dichloromethane; at 0 - 20℃; for 1 - 14h; Representative procedure - Preparation of 3-phenylpropyl 2- (methylcarboxy)-l-benzosulfonate (3a).; To a dichloromethane solution (10 mL) of <strong>[26638-43-7]methyl 2-(chlorosulfonyl)benzoate</strong> (0.35g, 1.5 mmol) was added DMAP (0.21g, 1.8 mmol) under argon. The reaction mixture was cooled to 0 0C before the addition of phenyl propanol (0.0.5g, 3.75mmol). The resulting mixture was wanned to room temperature and stirred for 1-14 h. The solvent was evaporated in vacuo. The sulfonate ester, 3a was purified by flash chromatography. Elution with a hexane/ acetone (85:15 v/ v) mixture yielded a gummy material in 41% (0.4 g) yield. IR (neat): 1737 (CO), 1355, 1170 (SO2) cm"1; 1HNMR (400 MHz, CDCl3) delta 8.00 (dd, J = 1.0 and 7.7 Hz). 7.72-7.59 (m, 3H), 7.26-7.15 (m, 3H), 7.10- 1.08 (m, 2H), 4.16 (t, J= 6.2 Hz, 2H), 2.69 (t, J = 7.34 Hz, 2H), 2.05-1.98 (m, 2H), 3.96 (s, 3H); 13CNMR (100.75 MHz5 CDCl3) delta 167.5, 140.5, 134.32, 133.7, 133.5, 131.0, 130.0, 129.6, 128.7, 128.6, 126.3, 70.7, 53.54, 31.62, 30.75; HRMS (EI) [M+H]+: calcd for CnHi9O5S 335.0975, found 335.0940.
  • 19
  • [ 122-97-4 ]
  • [ 108-24-7 ]
  • [ 75-56-9 ]
  • acetic acid 1-methyl-2-(3-phenyl-propoxy)-ethyl ester [ No CAS ]
  • [ 122-72-5 ]
  • 20
  • [ 122-97-4 ]
  • [ 108-24-7 ]
  • [ 75-56-9 ]
  • acetic acid 1-methyl-2-(3-phenyl-propoxy)-ethyl ester [ No CAS ]
  • acetic acid 2-(3-phenyl-propoxy)-propyl ester [ No CAS ]
  • [ 122-72-5 ]
  • 21
  • [ 122-97-4 ]
  • [ 122-72-5 ]
YieldReaction ConditionsOperation in experiment
a. 3-Phenyl Propyl Acetate Using the procedure outlined in Example 16, 3-phenyl propanol was converted to 3-phenyl propyl acetate.
(a) 3-Phenyl Propyl Acetate Using the procedure outlined in Example 16, 3-phenylpropanol was converted to 3-phenyl propyl acetate.
  • 22
  • [ 617-86-7 ]
  • [ 122-72-5 ]
  • [ 122-97-4 ]
  • [ 2290-40-6 ]
  • [ 5848-56-6 ]
  • 23
  • [ 122-72-5 ]
  • [ 122-97-4 ]
  • [ 5848-56-6 ]
  • 25
  • [ 122-97-4 ]
  • [ 104-53-0 ]
  • [ 100-52-7 ]
  • [ 122-72-5 ]
  • 26
  • [ 591-87-7 ]
  • [ 122-97-4 ]
  • [ 122-72-5 ]
YieldReaction ConditionsOperation in experiment
73% With basic alumina; for 2h;Neat (no solvent); ball-milling; General procedure: A mixture of allyl acetate (120 mg, 1.2 mmol) and benzyl alcohol (108 mg, 1 mmol) adsorbed on basic Al2O3 (3.5 g) was ball-milled in a 25 mL stainless steel vessel at 600 rpm using six balls (d = 10 mm) for 2 h (PM 100, Retsch GmbH, Germany). The crude reaction mixture was filtered through a short column of neutral alumina (hexane/ether = 95:5) to provide benzyl acetate as a colourless liquid (114 mg, 76%).
  • 27
  • [ 122-97-4 ]
  • [ 631-61-8 ]
  • [ 122-72-5 ]
YieldReaction ConditionsOperation in experiment
90% With bromine; triphenylphosphine; In acetonitrile; at 20℃; for 0.3h; General procedure: To a solution of Ph3P(OAc)2, was added 3-phenylpropanol (1 mmol, 0.137 mL). The progress of the reaction was monitored by TLC (Table 3, entry 2). After completion of the reaction (0.3 h) the reaction mixture was filtered to remove the precipitated NH4Br followed by evaporation of the solvent. Column chromatography of the crude mixture on silica gel using n-hexane/EtOAc (3:1) as the eluent gave 3-phenylpropyl acetate in 90% yield (0.159 g).1H NMR (CDCl3, 250 MHz): d 1.88 (q, 2H, J = 7.5 Hz), 1.97 (s, 3H), 2.6 (t, 2H, J = 7.6 Hz), 4.0 (t, 2H, J = 6.5 Hz), 7.0-7.2 (m, 5H). 13C NMR (CDCl3, 62.5 MHz): d 20.9, 30.1, 32.1, 63.8, 126.0, 128.3, 128.4, 141.1, 171.1 ppm.
  • 28
  • [ 15518-10-2 ]
  • [ 122-97-4 ]
  • 3-benzyl-5-methylpyridine [ No CAS ]
  • 29
  • [ 456-24-6 ]
  • [ 122-97-4 ]
  • [ 75926-60-2 ]
YieldReaction ConditionsOperation in experiment
440 mg (1) Sodium hydride (99 mg, 4.14 mmol) was added to a solution of 3-phenyl-1-propanol (564 muL, 4.14 mmol) in N,N-dimethylformamide (15 mL) while cooling in ice, and the mixture was stirred for 30 min while cooling in ice. A solution of <strong>[456-24-6]2-fluoro-5-nitropyridine</strong> (500 mg, 3.45 mmol) in N,N-dimethylformamide (5 mL) was added thereto. The mixture was warmed to room temperature and stirred for 19 hr. Subsequently, sodium hydride (99 mg, 4.14 mmol) was added thereto and the mixture was stirred at room temperature for 2 hr. Thereafter, the mixture was heated to 85°C, stirred for 1.5 hr, and further stirred at room temperature for 2 hr. Water was added to the reaction mixture while cooling in ice, and the mixture was extracted with ethyl acetate. The organic layer was washed with 1 mol/L hydrochloric acid and dried over anhydrous magnesium sulfate. The desiccant was filtered off, followed by concentration under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate = 19:1) to afford 5-nitro-2-(3-phenylpropoxy)pyridine as a brown solid (440 mg).
  • 30
  • [ 67-56-1 ]
  • [ 122-97-4 ]
  • Rhodium(0) nanoparticle (NP)-impregnated polystyrene trimethylammonium chloride [ No CAS ]
  • [ 122-72-5 ]
  • 31
  • [ 122-97-4 ]
  • [ 78415-72-2 ]
  • C21H19N3O [ No CAS ]
  • 32
  • [ 122-72-5 ]
  • [ 122-97-4 ]
  • [ 103-65-1 ]
  • 33
  • [ 122-97-4 ]
  • [ 3240-34-4 ]
  • [ 122-72-5 ]
YieldReaction ConditionsOperation in experiment
47% With triphenylphosphine; at 20℃; for 6h;Inert atmosphere; General procedure: Into a conical flask was added the alcohol (1 eq), DCM or CHCl3 (0.5 mL) and triphenylphosphine (1.1 eq).To this was added (diacetoxyiodo)benzene 5 (1.1 eq) and the reaction mixture was stirred at either roomtemperature or reflux. The crude reaction mixtures were concentrated by rotary evaporation and purified bycolumn chromatography.
  • 34
  • [ 122-97-4 ]
  • [ 28697-11-2 ]
  • 1-benzyl 2-(3-phenylpropyl) (S)-piperidine-1,2-dicarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
38% With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;Sealed tube; Inert atmosphere; To a 50 mL roundbottom flask containing a stir bar was added 1- ((benzyloxy)carbonyl) (L')-r peri di ne-2-carboy 1 i c acid (0.523 g, 1.98 mmol), followed by DCM (20 mL). To the reaction vessel was added (in the order listed) EDCI (0.45 g, 2.5 mmol), TEA (0.696 mL, 0.505 g, 5.0 mmol), and DMAP (0.060 g, 0.50 mmol). The reaction vessel was sealed and flushed with nitrogen. Stirring commenced and 3 -phenyl- 1 -propanol was added via syringe (0.258 mL, 0.258 g, 1.9 mmol). The reaction was allowed to proceed overnight. The following day, the reaction was transferred to a separatory funnel in which it was washed with water (10 mL), dilute HC1 (10 mL 0.5 M HC1), saturated aqueous sodium bicarbonate (20 mL) and brine. The crude product was dried over sodium sulfate and concentrated to dryness in vacuo. The crude product was purified by silica gel (0439) chromatography (1 :4 ethyl acetate: hexanes, R/= 0.30) to yield the pure product as a clear oil (0.276 g, 38 %). NMR (500 MHz) (CDCb) (amide rotamers) d: 7.35 - 7.13 (10H, m), 5.16 - 5.13 (2H, m), 4.97 - 4.85 (1H, m), 4.15 - 4.05 (3H, m), 3.10 - 2.94 (1H, m), 2.68 - 2.61 (2H, m), 2.27 - 2.19 (1H, m), 1.98 - 1.89 (2H, m), 1.71 - 1.62 (3H, m), 1.47 - 1.41 (1H, m), 1.29 - 1.21 (1H, m). 13C NMR (125 MHz) (CDCb) (amide rotamers) d: 171.6, 156.5, 155.4, 141.0, 136.6, 128.4, 128.4, 127.9, 127.8, 126.0, 67.3, 67.2, 64.3, 54.6, 54.4, 41.9, 41.8, 32.0, 26.8, 26.7, 24.7, 24.5, 20.7, 20.6. HRMS calc?d for [M+H] = 382.2018, observed = 382.2044. IR (NaCl, DCM): 3028, 2943, 2860, 1737, 1710, 1454, 1417, 1336, 1255, 1255, 1203, 1163, 1090, 1044.
  • 35
  • [ 122-97-4 ]
  • [ 108-24-7 ]
  • [ 64-19-7 ]
  • [ 122-72-5 ]
YieldReaction ConditionsOperation in experiment
With iodine; at 25℃; for 0.5h; Next, the alcohol compound, Iodine (I 2), acetic acid, zeolites, and acetic anhydride were introduced into the eggplant flask at a predetermined ratio, and the mixture was stirred at 25 C. for 30 minutes to cause the acetylation reaction to proceed (esterification step). Here, a molar ratio of the alcohol compound, Iodine (I 2), acetic acid, and acetic anhydride was used as a 10:4:60:30. The amount of zeolite used was 37 parts by mass per 100 parts by mass of the alcohol compound. As the zeolite (porous material), an H - beta type zeolite having an average pore diameter of 6 and a SiO2/Al2O3 ratio (molar ratio) of 18 was used.
 

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