4-Ethenylphenyl acetate → 4-Vinylphenol

HRID 2172397Notes

Reaction equation

C([O:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[CH2:10])=[CH:7][CH:6]=1)(=O)C.C[O-].[Na+]>C(OCC)(=O)C>[OH:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[CH2:10])=[CH:7][CH:6]=1

Participants

Conditions

Temperature: 0 °C

Procedure

First, 100.00 parts by mass of p-acetoxystyrene was dissolved in 400 parts by mass of ethyl acetate and cooled to 0° C., and 47.60 parts by mass of sodium methoxide (28% methanol solution) was dropped into the cooled solution over a period of 30 minutes. The mixture was agitated at room temperature for five hours. Ethyl acetate was added, and the resultant organic phase was washed with distilled water three times. The washed organic phase was dried over sodium sulfate, and the solvent was distilled off, thereby obtaining 131.70 parts by mass of p-hydroxystyrene (54% ethyl acetate solution).

Workup

washthe resultant organic phase was washed with distilled water three times
dry with materialThe washed organic phase was dried over sodium sulfate
distillationthe solvent was distilled off

Sources & evidence

ORD record: ord-7af0cb9b46a940e39a62f3f7472300dc
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09052590B2

Reaction notes

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