Oxalyl chloride → 4-Bromo-2-fluorobenzoyl chloride

HRID 1923470Notes

Reaction equation

HRID 1923470 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([F:11])[CH:3]=1.C(Cl)(=O)C([Cl:15])=O>ClCCl.CN(C)C=O>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:15])=[O:7])=[C:4]([F:11])[CH:3]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 3026814-Bromo-2-fluorobenzoic acid

Product 1

HCID 27340264-Bromo-2-fluorobenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

4-Bromo-2-fluorobenzoic acid (1.0 mmol) and oxalyl chloride (2.0 mmol) are combined in dichloromethane (0.10 M), and 2 drops of dimethylformamide are added as a catalyst. The reaction is stirred at room temperature for 3 h. After this time, the reaction is concentrated in vacuo. Total conversion to the acid chloride is assumed.

Workup

  1. concentrationAfter this time, the reaction is concentrated in vacuo

Sources & evidence

ORD record
ord-165c3d670e71451e9b71b391342db6f5
Source dataset
uspto-grants-2012_05
Patent number
US08178528B2

Reaction notes

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