Acetophenone → 1-Phenylethanol

HRID 1174071Notes

Reaction equation

HRID 1174071 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2]>C1(C)C=CC=CC=1>[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 7410Acetophenone2×

Product 1

HCID 74091-Phenylethanol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Specifically with respect to acetophenone, a resealable NMR tube containing a solution of the catalyst (11.8 mg, 30 μmol) and acetophenone (3.5 μL, 30 μmol) in preferred non-reactive solvent toluene (500 μL) was monitored by 1H NMR spectroscopy over days. After 12 h, about 28% of the catalyst had been converted. Extended reaction times resulted in unidentified decomposition products and free 1-phenylethanol. A similar reaction with acetone generated the mixture of the catalyst and the expected alcohol.

Workup

  1. waitwas monitored by 1H NMR spectroscopy over days
  2. customExtended reaction times

Sources & evidence

ORD record
ord-3a7d396c5ffb4750954892994e33ff4c
Source dataset
uspto-grants-2010_11
Patent number
US07834224B1

Reaction notes

Loading…