Hydrogen Peroxide → Propanoic acid, 2-(4-hydroxyphenoxy)-, methyl ester

HRID 1589117Notes

Reaction equation

HRID 1589117 reaction equation
CC([C:4]1[CH:16]=[CH:15][C:7]([O:8][CH:9]([CH3:14])[C:10]([O:12][CH3:13])=[O:11])=[CH:6][CH:5]=1)=C.OO.[OH:19]S(O)(=O)=O>CC(C)=O>[OH:19][C:4]1[CH:16]=[CH:15][C:7]([O:8][CH:9]([CH3:14])[C:10]([O:12][CH3:13])=[O:11])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 13750606Methyl 2-(4-(1-methylethenyl)phenoxy)propanoate

Product 1

HCID 366926Propanoic acid, 2-(4-hydroxyphenoxy)-, methyl esterYield 57%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 10 g methyl 2-(4-(1-methylethenyl)phenoxy)propanoate, 1.2 equivalents 30% aqueous H2O2 in 30 ml acetone, and 0.1 equivalent 98% H2SO4 was refluxed for about 2 hours. Workup gave a 57% yield of methyl 2-(4-hydroxyphenoxy)propanoate.

Sources & evidence

ORD record
ord-68d658f3e292436cab81900dc86fb5bb
Source dataset
uspto-grants-1986_02
Patent number
US04568497

Reaction notes

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