Toluene → 2,2-Difluoro-4-pentenoyl chloride

HRID 1108840

Reaction equation

HRID 1108840 reaction equation
[F:1][C:2]([F:9])([CH2:6][CH:7]=[CH2:8])[C:3](O)=[O:4].[Cl:10]CCl.C1(C)C=CC=CC=1>CN(C)C=O>[F:1][C:2]([F:9])([CH2:6][CH:7]=[CH2:8])[C:3]([Cl:10])=[O:4]

Participants

5

Reactant 3

HCID 1140TolueneHCID 6344DichloromethaneHCID 119546562,2-Difluoro-4-pentenoic acid

Product 1

HCID 136650492,2-Difluoro-4-pentenoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

For example, 2,2-difluoro-4-pentenoic acid 12c is contacted with about 1.0 to 1.5 molar equivalents of an appropriate chlorinating agent. The reaction is carried out in a suitable solvent, such as dichloromethane, toluene or dimethylformamide. The reaction is carried out at a temperature of from about 20° C. to about 35° C. and generally requires about 4 to 24 hours. The product, 2,2-difluoro-4-pentenoyl chloride 12a, can be isolated by fractional distillation and purified by techniques well known in the art, such as chromatography.

Workup

  1. customis carried out at a temperature of from about 20° C. to about 35° C. and generally requires about 4 to 24 hours

Sources & evidence

ORD record
ord-be5464b05475445dacc2fdd84dfe48c2
Source dataset
uspto-grants-2000_05
Patent number
US06069232

Linked notes

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