Oxalyl chloride → 3-Bromo-4-fluorobenzoyl chloride

HRID 502773Notes

Reaction equation

HRID 502773 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[Br:7][C:8]1[CH:9]=C([CH:14]=[CH:15][C:16]=1[F:17])C(O)=O>CN(C)C=O.ClCCl>[Br:7][C:8]1[CH:9]=[C:1]([CH:14]=[CH:15][C:16]=1[F:17])[C:2]([Cl:4])=[O:3]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 705093-Bromo-4-fluorobenzoic acid

Product 1

HCID 695983-Bromo-4-fluorobenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (1.739 g, 1.20 ml, 13.7 mmol) was added dropwise to a solution of 3-bromo-4-fluorobenzoic acid (0.600 mg, 2.74 mmol) and dichloromethane (9 ml). N,N-Dimethylformamide (1 drop) was added and the colorless solution stirred at rt for 1 h. The solution was concentrated to afford 3-bromo-4-fluorobenzoyl chloride an off-white solid which was used directed without purification.

Workup

  1. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-3619bed9b784489ab7785056521cf393
Source dataset
uspto-grants-2010_08
Patent number
US07776869B2

Reaction notes

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