Acetophenone → 1-Phenylethanol

HRID 842341Notes

Reaction equation

HRID 842341 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2]>CC(O)C>[C:4]1([CH:1]([OH:3])[CH3:2])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 7410Acetophenone

Product 1

HCID 74091-PhenylethanolYield 68%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Acetophenone (2 ml, 17 mmol) was dissolved in 2-propanol (80 ml) and purged with nitrogen. Then the catalyst solution was added followed by potassium hydroxide solution (3.3 ml of 0.1M solution in 2-propanol). The mixture was stirred at ambient temperature under nitrogen for 10 h. This gave 1-phenylethanol Yield 68%, ee 49%. The initial turnover number, integrated over 1 h, was 318 h−1.

Workup

  1. custompurged with nitrogen
  2. additionThen the catalyst solution was added

Sources & evidence

ORD record
ord-386a9a01b6fa4145bb8ab996ffc15cf6
Source dataset
uspto-grants-2002_04
Patent number
US06372931B1

Reaction notes

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