Oxalyl chloride → 4-Bromo-2-fluorobenzoyl chloride

HRID 1867800Notes

Reaction equation

HRID 1867800 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

Procedure CC: To a stirring solution of 4-bromo-2-fluorobenzoic acid (11.0 mmol) and oxalyl chloride (2.0 mmol) in dichloromethane (0.10M), add 2 drops of dimethylformamide as a catalyst. Stir at room temperature for 3 hours. After this time, concentrate the reaction in vacuo. Assume total conversion to the acid chloride.

Workup

  1. concentrationAfter this time, concentrate
  2. customthe reaction in vacuo

Sources & evidence

ORD record
ord-7c4d288129c14089b20e3888ddd8d380
Source dataset
uspto-grants-2009_12
Patent number
US07632857B2

Reaction notes

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