Styrene → alpha-Methyl-gamma-phenyl butyrolactone

HRID 46740Notes

Reaction equation

HRID 46740 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]([O-:13])(=[O:12])[CH2:10][CH3:11].[K+]>C(O)(=O)CC.[Mn+3]>[CH3:11][CH:10]1[CH2:1][CH:2]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[O:13][C:9]1=[O:12]

Participants

5

Reactant 2

HCID 7501StyreneHCID 23663619Potassium propionate

Product 1

HCID 11829963alpha-Methyl-gamma-phenyl butyrolactoneYield 50%

Reagents, catalysts & solvents 2

HCID 105130Manganese(3+)CatalystHCID 1032Propionic AcidSolvent

Procedure

Styrene in an amount of 2.1 grams and 11.65 grams of manganic acetate, Mn(C2H3O2)3.2H2O, comprising two equivalents of Mn+3 based on titration value, were refluxed under nitrogen in 200 milliliters of propionic acid containing 20 grams of potassium propionate. In less than an hour, a 50% yield of alpha-methyl-gamma-phenyl butyrolactone was obtained.

Workup

  1. waitIn less than an hour

Sources & evidence

ORD record
ord-918feb052ddd4aa081fbb6b976105ed8
Source dataset
uspto-grants-1979_11
Patent number
US04175089

Reaction notes

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