Acetic Anhydride → Ethyl 2-(2,4-dichloro-5-fluoro-3-nitrobenzoyl)-3-ethoxyacrylate

HRID 4265

Reaction equation

HRID 4265 reaction equation
[Cl:1][C:2]1[C:15]([N+:16]([O-:18])=[O:17])=[C:14]([Cl:19])[C:13]([F:20])=[CH:12][C:3]=1[C:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[CH:21](OCC)(OCC)[O:22][CH2:23][CH3:24].C(OC(=O)C)(=O)C>>[Cl:1][C:2]1[C:15]([N+:16]([O-:18])=[O:17])=[C:14]([Cl:19])[C:13]([F:20])=[CH:12][C:3]=1[C:4]([C:6](=[CH:21][O:22][CH2:23][CH3:24])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 13733140Ethyl 2,4-dichloro-5-fluoro-3-nitro-beta-oxobenzenepropanoate

Product 1

HCID 53944414Ethyl 2-(2,4-dichloro-5-fluoro-3-nitrobenzoyl)-3-ethoxyacrylate

Procedure

244.8 g of ethyl (2,4-dichloro-5-fluoro-3-nitrobenzoyl)-acetate are heated at 150°-160° C. with 166 g of triethyl orthoformate and 185 g of acetic anhydride for 3 hours. The mixture is then concentrated in vacuo and 270 g of ethyl benzoyl-ethoxy-acrylate are obtained as an oily residue.

Workup

  1. concentrationThe mixture is then concentrated in vacuo and 270 g of ethyl benzoyl-ethoxy-acrylate
  2. customare obtained as an oily residue

Sources & evidence

ORD record
ord-cc19d9ec45394266839c589e505a7929
Source dataset
uspto-grants-1988_02
Patent number
US04725595

Linked notes

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