Acetic Anhydride → HCID 54005521, compound

HRID 129553Notes

Reaction equation

HRID 129553 reaction equation
[Cl:1][C:2]1[C:3]([F:18])=[C:4]([F:17])[C:5]([F:16])=[C:6]([CH:15]=1)[C:7]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:8].[CH:19](OCC)(OCC)[O:20][CH2:21][CH3:22].C(OC(=O)C)(=O)C>>[Cl:1][C:2]1[C:3]([F:18])=[C:4]([F:17])[C:5]([F:16])=[C:6]([CH:15]=1)[C:7]([C:9](=[CH:19][O:20][CH2:21][CH3:22])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:8]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 13579158HCID 13579158, compound

Product 1

HCID 54005521HCID 54005521, compoundYield 92.3%

Procedure

103 g (0.37 mole) of the ester obtained and 83 g (0.56 mole) of triethyl orthoformate are heated with 95 g of acetic anhydride at 150°-160° for 2 hours and then concentrated at 120°-130° under atmospheric pressure and thereafter under high vacuum. 115 g (92% of theory) of ethyl 2-(5-chloro-2,3,4-trifluorobenzoyl)-3-ethoxyacrylate are obtained as an oil.

Workup

  1. concentrationconcentrated at 120°-130° under atmospheric pressure

Sources & evidence

ORD record
ord-fea90d0aa27f4e16b7588133b78e08a3
Source dataset
uspto-grants-1995_11
Patent number
US05468861

Reaction notes

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