Hydrochloric Acid → 1-Phenylethanol

HRID 1858410Notes

Reaction equation

HRID 1858410 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].CC(C)[O-].CC(C)[O-].CC(C)[O-].[Al+3].Cl>CC(O)C>[CH3:2][CH:1]([OH:3])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7410AcetophenoneHCID 11143Aluminum isopropoxide

Product 1

HCID 74091-PhenylethanolYield 92.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
25 °C

Procedure

Acetophenone (0.601 g) was dissolved in 15 ml of 2-propanol, 2.04 g of aluminum triisopropoxide was added, and the mixture was stirred at 25° C. for 4 hours. After hydrolysis with 1 N hydrochloric acid, the mixture was extracted with ethyl acetate. Concentration gave 0.564 g of an oil, which was analyzed by HPLC (conversion 0.6%, yield 0.4%).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. concentrationConcentration

Sources & evidence

ORD record
ord-6760e1dcf1c44937b0866ccc6db577d0
Source dataset
uspto-grants-2000_11
Patent number
US06150567

Reaction notes

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