Dimethylformamide → 4-Bromo-3-fluorobenzoyl chloride

HRID 1776031Notes

Reaction equation

HRID 1776031 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[Br:7][C:8]1[CH:16]=[CH:15]C(C(O)=O)=[CH:10][C:9]=1[F:17].CN(C=O)C>C(Cl)Cl>[Br:7][C:8]1[CH:16]=[CH:15][C:1]([C:2]([Cl:4])=[O:3])=[CH:10][C:9]=1[F:17]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 27733414-Bromo-3-fluorobenzoic acid

Product 1

HCID 226268914-Bromo-3-fluorobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Oxalyl dichloride (6.1 g, 48 mmol) was added to a solution of 4-bromo-3-fluoro-benzoic acid (7 g, 32 mmol) in DCM (80 mL) at 0° C. followed by DMF (0.2 mL) and the reaction mixture was stirred at RT for 2 h and then concentrated under vacuum to provide crude 4-bromo-3-fluoro-benzoyl chloride.

Workup

  1. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-5f7de4bbd78640dea8b25d5a6b8ee396
Source dataset
uspto-grants-2016_02
Patent number
US09260414B2

Reaction notes

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