Isopropenyl acetate → 1-Phenylethanol, (S)-

HRID 982305Notes

Reaction equation

HRID 982305 reaction equation
C([O:4][C:5]([CH3:7])=[CH2:6])(=O)C.[CH3:8][CH2:9][CH2:10][CH2:11][CH2:12]C>>[C:7]1([C@@H:5]([OH:4])[CH3:6])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

3

Conditions

Temperature
25 °C

Procedure

(R, S)-1-Phenylethanol (0.244 gram, 2 mmol) and isopropenyl acetate (0.2 gram, 2 mmol) were dissolved in 10 ml of n-hexane dried in advance on Molecular Sieve 4A for one day. To the resulting solution was added 1 gram of an enzyme (Amano P: Product of Amano Seiyaku K. K.), and the mixture was stirred at 25° C. and 150 r.p.m. for 4 hours. The reaction mixture was filtered, and the filtrate was subjected to HPLC using an optically active column. (S)-1-phenylethanol was obtained in an optical purity of 100% with a theoretical yield of 100%.

Workup

  1. dry with materialdried in advance on Molecular Sieve 4A for one day
  2. additionTo the resulting solution was added 1 gram of an enzyme (Amano P: Product of Amano Seiyaku K. K.)
  3. filtrationThe reaction mixture was filtered

Sources & evidence

ORD record
ord-892d98433d1748618e157a91d9914891
Source dataset
uspto-grants-1991_02
Patent number
US04996158

Reaction notes

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