Oxalyl chloride → 2,3,4,5-Tetrafluoro-6-methylbenzoyl chloride

HRID 2073813

Reaction equation

HRID 2073813 reaction equation
[F:1][C:2]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[C:7]([CH3:14])[C:3]=1[C:4](O)=[O:5].C(Cl)(=O)C([Cl:18])=O>CN(C=O)C.ClCCl>[F:1][C:2]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[C:7]([CH3:14])[C:3]=1[C:4]([Cl:18])=[O:5]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 129439972,3,4,5-Tetrafluoro-6-methylbenzoic acid

Product 1

HCID 146512562,3,4,5-Tetrafluoro-6-methylbenzoyl chlorideYield 98.6%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 8.2 g (39.4 mmol) of 2,3,4,5-tetrafluoro-6-methylbenzoic acid, 6.0 g (47.2 mmol) of oxalyl chloride, and 100 ml of dichloromethane was treated with three drops of DMF. The solution was stirred for three hours, then concentrated to give 8.8 g of the title compound as a yellow liquid. The product was used as is in the next step.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-6ecd8f605e7e43df9c43fd84ea9c59fb
Source dataset
uspto-grants-1990_04
Patent number
US04920120

Linked notes

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