Water → 1-Phenylethanol

HRID 541171Notes

Reaction equation

HRID 541171 reaction equation
[C:1]1([C:7](=[O:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O>C(OCC)(=O)C>[C:1]1([CH:7]([OH:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 962WaterHCID 7410Acetophenone

Product 1

HCID 74091-PhenylethanolYield 70%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

60.1 mg (0.50 mmol) of 1-phenylethanone (32), 270 μL (15 mmol) of distilled water and stainless steel balls (50 pieces) were placed in the vessel of the planetary ball mill, which was then closed, and agitated by operating the planetary ball mill for 6 hours at 800 rpm (reversed every 30 minutes). After the lapse of 6 hours, 10 mL of ethyl acetate was added to the vessel of the ball mill to provide a solution containing the reaction mixture, which was then filtered with celite. The operation was repeated 5 times to provide a filtrate, which was then concentrated, thereby providing 42.8 mg (0.35 mmol) of 1-phenylethanol (33). The yield was 70%. The reaction is expressed by the following scheme.

Workup

  1. customwas then closed
  2. customfor 6 hours
  3. customto provide a solution
  4. additioncontaining the reaction mixture, which
  5. filtrationwas then filtered with celite
  6. customto provide a filtrate, which
  7. concentrationwas then concentrated

Sources & evidence

ORD record
ord-d213394517bd4461974903db9fcc540b
Source dataset
uspto-grants-2014_10
Patent number
US08871980B2

Reaction notes

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