Oxalyl chloride → 3-(Bromomethyl)benzoyl chloride

HRID 35954

Reaction equation

HRID 35954 reaction equation
[Br:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](O)=[O:7].C(Cl)(=O)C([Cl:15])=O>CN(C)C=O.ClCCl>[Br:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([Cl:15])=[O:7]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 2456503-(Bromomethyl)benzoic acid

Product 1

HCID 144710763-(Bromomethyl)benzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

a solution of 12 g of m-bromomethylbenzoic acid 10.62 g of oxalyl chloride, 100 ml of dichloromethane and 5 drops of dimethylformamide was allowed to stand 48 hours and then evaporated. Hexane and ether were added, the mixture evaporated and the residue distilled on a Kugelroher, giving 12.5 g of m-bromomethylbenzoyl chloride as a yellow liquid.

Workup

  1. customevaporated
  2. additionHexane and ether were added
  3. customthe mixture evaporated
  4. distillationthe residue distilled on a Kugelroher

Sources & evidence

ORD record
ord-0166658b1735476e86d6c556d9f08893
Source dataset
uspto-grants-1995_05
Patent number
US05411983

Linked notes

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