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

HRID 1081406Notes

Reaction equation

HRID 1081406 reaction equation
[F:1][C:2]1[CH:15]=[C:14]([F:16])[C:13]([F:17])=[C:12]([CH3:18])[C:3]=1[C:4]([O:6]C(=O)CC=O)=O.[CH:19]([O:26]CC)([O:23][CH2:24][CH3:25])OCC.[C:29]([O:32][C:33](=O)[CH3:34])(=O)[CH3:30]>>[F:1][C:2]1[CH:15]=[C:14]([F:16])[C:13]([F:17])=[C:12]([CH3:18])[C:3]=1[C:4]([C:30](=[CH:29][O:32][CH2:33][CH3:34])[C:19]([O:23][CH2:24][CH3:25])=[O:26])=[O:6]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 86750081HCID 86750081, compound

Product 1

HCID 54242925Ethyl 2-(2,4,5-trifluoro-6-methylbenzoyl)-3-ethoxyacrylate

Procedure

A solution of 7.1 g (27 mmol) of ethyl (3-2 (2,4,5-trifluoro-6-methylbenzoyl)-β-oxopropanoate, 6.8 g (41 mmol) of triethyl orthoformate and 60 mL of acetic anhydride was refluxed for 3 hours, cooled to room temperature, and concentrated to give 8.4 g of the title compound. The crude material was used as is in the next step.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-70bed5b2a1df43ada72b6a80f88e8e43
Source dataset
uspto-grants-1996_12
Patent number
US05585491

Reaction notes

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