Acetic Acid → gamma-Phenyl-gamma-butyrolactone

HRID 894941Notes

Reaction equation

[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]([OH:12])(=[O:11])[CH3:10]>>[C:3]1([CH:2]2[O:12][C:9](=[O:11])[CH2:10][CH2:1]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 176Acetic Acid

HCID 7501Styrene

Product 1

HCID 13884gamma-Phenyl-gamma-butyrolactoneYield 70%

Conditions

Temperature: 110 °C

Procedure

Styrene in the amount of 20 grams was dissolved in 100 milliliters of acetic acid containing 10% potassium acetate. Ceric acetate in the amount of 0.005 mole was added and the reaction mixture was heated in a sealed tube at 110° C. overnight. The lactone, gamma-phenyl butyrolactone, was obtained in 70% yield.

Sources & evidence

ORD record: ord-a07c2e5b1f46444ab59359f407205713
Source dataset: uspto-grants-1981_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04285868

Reaction notes

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