Acetic Anhydride → HCID 53976016, compound

HRID 4266Notes

Reaction equation

[F:1][C:2]1[C:12]([F:13])=[C:11]([F:14])[C:10]([F:15])=[CH:9][C:3]=1[C:4]([CH2:6][C:7]#[N:8])=[O:5].[C:16]([O:19][C:20](=O)C)(=O)C>>[F:1][C:2]1[C:12]([F:13])=[C:11]([F:14])[C:10]([F:15])=[CH:9][C:3]=1[C:4]([C:6](=[CH:16][O:19][CH3:20])[C:7]#[N:8])=[O:5]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 139117863-Oxo-3-(2,3,4,5-tetrafluorophenyl)propanenitrile

Product 1

HCID 53976016HCID 53976016, compoundYield 95.3%

Conditions

Temperature: 150 °C

Procedure

A mixture of 16 g of 2,3,4,5-tetrafluorobenzoyl-acetonitrile, 15.6 g of trimethyl o-formate and 18.8 g of acetic anhydride is heated at 150° C. (bath temperature) for 3 hours. The solvent mixture is distilled off completely under a waterpump vacuum and finally under a high vacuum, at a bath temperature of 120° C. 18.2 g of 2-(2,3,4,5-tetrafluorobenzoyl)-3-methoxy-acrylonitrile are obtained as a dark brown oil.

Workup

distillationThe solvent mixture is distilled off completely under a waterpump vacuum and finally under a high vacuum, at a bath temperature of 120° C

Sources & evidence

ORD record: ord-6c47ed8b0d894cfb943cb4f2702a1e21
Source dataset: uspto-grants-1988_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04725595

Reaction notes

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