4-Ethenylphenyl acetate → 4-Vinylphenol

HRID 929265Notes

Reaction equation

HRID 929265 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

4

Reactant 2

HCID 758214-Ethenylphenyl acetateHCID 10942334Sodium Methoxide

Product 1

HCID 624534-Vinylphenol

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Conditions

Temperature
0 °C

Procedure

After dissolving 100.00 parts by mass of p-acetoxystyrene in 400 parts by mass of ethyl acetate, the solution was cooled to 0° C., and 47.60 parts by mass of sodium methoxide (28 mass % methanol solution) was added dropwise thereto over 30 minutes, followed by stirring at room temperature for 5 hours. After adding ethyl acetate, the organic layer was washed with distilled water three times and then dried over anhydrous sodium sulfate, and the solvent was removed by distillation to obtain 131.70 parts by mass of p-hydroxystyrene (54 mass % ethyl acetate solution).

Workup

  1. washthe organic layer was washed with distilled water three times
  2. dry with materialdried over anhydrous sodium sulfate
  3. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-4a6bf30111a4483c84efa15294eeb1a9
Source dataset
uspto-grants-2016_03
Patent number
US09291898B2

Reaction notes

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