Dimethylformamide → 4-Bromomethyl-benzoyl chloride

HRID 1634020Notes

Reaction equation

HRID 1634020 reaction equation
[Br:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](O)=[O:8])=[CH:5][CH:4]=1.C(Cl)(=O)C([Cl:15])=O.CN(C=O)C>C(Cl)Cl>[Br:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([Cl:15])=[O:8])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 225994-(Bromomethyl)benzoic acidHCID 65578Oxalyl chloride

Product 1

HCID 50682894-Bromomethyl-benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-bromomethylbenzoic acid (25 g, 116.25 mmol) was dissolved in CH2Cl2 (200 ml) and treated with oxalyl chloride (12.2 ml, 139.5 mmol). DMF (0.45 ml) was added slowly then stirred for 1 h. The solvent was removed to give the 4-bromomethylbenzoyl chloride as a white solid.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-7a28937f8b074991be7b078142b639c1
Source dataset
uspto-grants-2003_01
Patent number
US06506738B1

Reaction notes

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