Acetophenone → 1-Phenylethanol, (R)-
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([C@H:1]([OH:3])[CH3:2])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 18 °C
Procedure
Acetophenone (5 ml, 42.9 mmol) was added to a dry Schlenck flask containing 250 ml 2-propanol. Then a portion (2 ml) of the catalyst solution was added followed by sodium 2-propoxide solution (0.3 ml of 0.1 M solution in 2-propanol). The mixture was stirred at 18° C. under vacuum (28 mmHg) for 5 h. This gave (R)-1-phenylethanol Yield 74%, ee 86.8%. The initial turnover number, integrated over 1 h, was 1947 h−1.
Sources & evidence
- ORD record
- ord-923ee79ae3cc4c02b69280d46ee24e99
- Source dataset
- uspto-grants-2003_04
- Patent number
- US06545188B2
Reaction notes
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