Dimethylformamide → 4-Bromo-3-methylbenzoyl chloride

HRID 2092436Notes

Reaction equation

HRID 2092436 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[CH3:11].CN(C=O)C.C(Cl)(=O)C([Cl:20])=O>C(Cl)Cl>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:20])=[O:7])=[CH:4][C:3]=1[CH3:11]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 821314-Bromo-3-methylbenzoic acid

Product 1

HCID 70215344-Bromo-3-methylbenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 4-bromo-3-methylbenzoic acid (8.6 g, 40.0 mmol) in CH2Cl2 was added DMF (0.4 mL), followed by oxalyl chloride (3.7 mL, 42 mmol) slowly over 10 minutes by syringe. The reaction was stirred for 1 hour at room temperature, and then concentrated to give the title compound.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-c7a9283ee04e41db8fea1c97ac211974
Source dataset
uspto-grants-2013_05
Patent number
US08440707B2

Reaction notes

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