Acetic acid 3-acetoxy-5-(1-ethoxycarbonyloxy-ethyl)-phenyl ester → 3,5-Diacetoxy Styrene

HRID 1163269Notes

Reaction equation

HRID 1163269 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]([O:19][C:20](=[O:22])[CH3:21])[CH:8]=[C:9]([CH:11](OC(OCC)=O)[CH3:12])[CH:10]=1)(=[O:3])[CH3:2]>C1(C)C=CC=CC=1>[C:1]([O:4][C:5]1[CH:10]=[C:9]([CH:8]=[C:7]([O:19][C:20](=[O:22])[CH3:21])[CH:6]=1)[CH:11]=[CH2:12])(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 11493310Acetic acid 3-acetoxy-5-(1-ethoxycarbonyloxy-ethyl)-phenyl ester

Product 1

HCID 113105593,5-Diacetoxy StyreneYield 90.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

20.0 g acetic acid 3-acetoxy-5-(1-ethoxycarbonyloxy-ethyl)-phenyl ester is dissolved in 92.5 ml toluene and the mixture is continuously conducted through a glass tube filled with ceramic packing at 475° C. After cooling the reaction mixture to room temperature the solvent is evaporated in vacuum and 12.8 g (90%) pure 3,5-diacetoxystyrene is isolated.

Workup

  1. customthe mixture is continuously conducted through a glass tube
  2. additionfilled with ceramic packing at 475° C
  3. customis evaporated in vacuum

Sources & evidence

ORD record
ord-f404fa1b35bd4f5c93806222873c250e
Source dataset
uspto-grants-2010_10
Patent number
US07820848B2

Reaction notes

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