Acetic Anhydride → Ethyl 2-(2-methyl-3,4,5,6-tetrafluorobenzoyl)3-ethoxyacrylate

HRID 232657Notes

Reaction equation

HRID 232657 reaction equation
[CH3:1][C:2]1[C:7]([C:8]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:9])=[C:6]([F:16])[C:5]([F:17])=[C:4]([F:18])[C:3]=1[F:19].[C:20]([O:23][C:24](=O)C)(=O)[CH3:21].C([O-])([O-])OCC>>[CH3:1][C:2]1[C:7]([C:8]([C:10](=[CH:24][O:23][CH2:20][CH3:21])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:9])=[C:6]([F:16])[C:5]([F:17])=[C:4]([F:18])[C:3]=1[F:19]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 14774100Ethyl 6-methyl-2,3,4,5-tetrafluorobenzoylacetateHCID 53630039Ethylorthoformate

Product 1

HCID 54293321Ethyl 2-(2-methyl-3,4,5,6-tetrafluorobenzoyl)3-ethoxyacrylateYield 99.1%

Procedure

To ethyl 6-methyl-2,3,4,5-tetrafluorobenzoylacetate (4.20 g) are added acetic anhydride (3.7 g) and ethyl orthoformate (4 ml) and the mixture is refluxed for 1 hour. After concentrating, ethyl 2-(6-methyl-2,3,4,5-tetrafluorobenzoyl)-3-ethoxyacrylate (5 g) is obtained.

Workup

  1. temperaturethe mixture is refluxed for 1 hour
  2. concentrationAfter concentrating

Sources & evidence

ORD record
ord-910062e7dd674a9a97aa506310e65c84
Source dataset
uspto-grants-1997_01
Patent number
US05591744

Reaction notes

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