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ChemicalBook CAS DataBase List Phenethyl alcohol
60-12-8

Phenethyl alcohol synthesis

13synthesis methods
From toluene, benzene or styrene.
-

Yield:60-12-8 100%

Reaction Conditions:

with potassium tert-butylate;hydrogen in ethanol at 40; under 7600.51 Torr; for 19 h;Autoclave;Inert atmosphere;Solvent;

Steps:

1 Hydrogenation of acetophenone

Acetophenone used a Kanto Chemical Co., Ltd. reagent special grade grade directly. In an autoclave, RuBr2 [(S,S)-xylskewphos] (3,5-Me2pica) 1.32 mg (1.29 × 10 -3 mmol, S / C = 10000) and potassium tert-butoxide 5.79 mg (5.16) × 10 -2 mmol) was charged and replaced with argon gas.Under argon gas flow, 1.5 mL (12.9 mmol) of acetophenone and 2.9 mL of ethanol were metered with a syringe, pressurized to 10 atm with hydrogen, and stirred at 40 ° C. for 19 hours. As a result, phenylethanol was obtained in 100% yield.In addition, GC (CP-Chirasil-DEX CB (0.25 mm ID × 25 m, DF = 0.25 μm, VARIAN)) 110 ° C. constant, pressure 102.0 kPa, column flow 1.18 mL / min, vaporization chamber temperature 250 ° C,The optical purity was measured with a detector temperature of 275 ° C., retention time of each enantiomer: (R): 11.7 min, (S): 12.4 min, and it was 88.0% ee, (S) The body was generating preferentially.

References:

JP2019/11367,2019,A Location in patent:Paragraph 0105; 0108; 0111-0112

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