Acetic Anhydride → Ethyl 2-(2,4,5-trifluoro-6-methylbenzoyl)-3-ethoxyacrylate

HRID 2271272Notes

Reaction equation

HRID 2271272 reaction equation
[CH3:1][C:2]1[C:15]([F:16])=[C:14]([F:17])[CH:13]=[C:12]([F:18])[C:3]=1[C:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[C:19]([O:22][C:23](=O)C)(=O)[CH3:20].C([O-])([O-])OCC>>[CH3:1][C:2]1[C:15]([F:16])=[C:14]([F:17])[CH:13]=[C:12]([F:18])[C:3]=1[C:4]([C:6](=[CH:23][O:22][CH2:19][CH3:20])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 14517129Ethyl (3,4,6-Trifluoro-2-methylbenzoyl)acetateHCID 53630039Ethylorthoformate

Product 1

HCID 54242925Ethyl 2-(2,4,5-trifluoro-6-methylbenzoyl)-3-ethoxyacrylateYield 90%

Procedure

To 3.2 g of ethyl 2-methyl-3,4,6-trifluorobenzoylacetate were added 3.0 g of acetic anhydride and 2.7 g of ethyl orthoformate, followed by heating and refluxing for 1 hour. The resulting mixture was concentrated to give 3.5 g of ethyl 2-(2-methyl-3,4,6-trifluorobenzoyl)-3-ethoxyacrylate.

Workup

  1. temperatureby heating
  2. temperaturerefluxing for 1 hour
  3. concentrationThe resulting mixture was concentrated

Sources & evidence

ORD record
ord-f59dd24e8e8b469b9585b26249e1029a
Source dataset
uspto-grants-2001_12
Patent number
US06333431B1

Reaction notes

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