Hydrogen Peroxide → Acetophenone

HRID 842421Notes

Reaction equation

HRID 842421 reaction equation
[C:1]1([CH:7]([OH:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ON1C(=O)C2=CC=CC=C2C1=O.OO>C(OCC)(=O)C>[C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:9])[CH3:8]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 74091-Phenylethanol2×HCID 10665N-Hydroxyphthalimide

Product 1

HCID 7410AcetophenoneYield 40%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of 5 mmol of 1-phenylethanol, 0.5 mmol of N-hydroxyphthalimide, and 5 ml of ethyl acetate was stirred at 75° C. in an air atmosphere (5 atm) for 24 hours. An iodometric analysis of a reaction mixture revealed that hydrogen peroxide was formed in yield of 35% (selectivity: 86%). Separately, a gas chromatographic analysis of the reaction mixture revealed that the conversion rate from 1-phenylethanol was 40%, and acetophenone was formed in yield of 40%.

Workup

  1. customwas formed in yield of 35% (selectivity: 86%)

Sources & evidence

ORD record
ord-5663e44b37154b968dc34087c3da04d2
Source dataset
uspto-grants-2002_04
Patent number
US06375922B1

Reaction notes

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