Acetophenone → 1-Phenylethanol, (R)-

HRID 1265415Notes

Reaction equation

HRID 1265415 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]=1

Participants

3

Reactant 1

HCID 7410Acetophenone

Product 1

HCID 6375161-Phenylethanol, (R)-

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The acetophenone was dissolved in 2-propanol (80 ml) then degassed for 40 min. This solution was added to the catalyst-containing flask by cannula, followed via syringe by the degassed 0.1M solution of KOH in 2-propanol. The mixture was left at room temperature, samples being taken at intervals and examined by gas chromatography. At the small scale of operation the reaction mixture was not sparged with the nitrogen, but sparging would be used in larger scale production. Results for production of (R)-1-phenylethanol were:

Workup

  1. customthen degassed for 40 min
  2. additionThis solution was added to the catalyst-containing flask by cannula
  3. customfollowed via syringe by the degassed 0.1M solution of KOH in 2-propanol
  4. waitThe mixture was left at room temperature
  5. customAt the small scale of operation the reaction mixture was not sparged with the nitrogen
  6. customsparging would

Sources & evidence

ORD record
ord-d6fe5c576a07403e967117fafb4cb879
Source dataset
uspto-grants-2003_04
Patent number
US06545188B2

Reaction notes

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