Acetic Anhydride → HCID 74965881, compound

HRID 229443Notes

Reaction equation

HRID 229443 reaction equation
[CH2:1]([O:3][C:4](=[O:12])[CH2:5][C:6](=[O:11])[C:7]([F:10])([F:9])[F:8])[CH3:2].[CH:13](OC)(OC)[O:14][CH3:15].CC(OC(C)=O)=O>>[CH2:1]([O:3][C:4](=[O:12])[C:5]([C:6](=[O:11])[C:7]([F:10])([F:8])[F:9])=[CH:13][O:14][CH3:15])[CH3:2]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 9005Trimethyl orthoformateHCID 67793Ethyl 4,4,4-trifluoroacetoacetate

Product 1

HCID 74965881HCID 74965881, compoundYield 26%

Procedure

A solution 4,4,4-trifluoro-3-oxo-butyric acid ethyl ester (23.1 g, 0.13 mol), trimethyl orthoformate (2 eq, 0.251 mol, 27.5 ml), and Ac2O (3 eq, 0.38 mol, 35.6 ml) was heated under an atmosphere of nitrogen at 120° C. for 5 hours. The solution was concentrated to afford an oil which was distilled to obtain 3-methoxy-2-(2,2,2-trifluoro-acetyl)-acrylic acid ethyl ester as the mixture of isomers (7.37 g, 26% yield after distillation). The mixture was used without further purification.

Workup

  1. concentrationThe solution was concentrated
  2. customto afford an oil which
  3. distillationwas distilled

Sources & evidence

ORD record
ord-3f0b2d79dd0e4d789534ecf5c2a41d14
Source dataset
uspto-grants-2009_07
Patent number
US07563797B2

Reaction notes

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