4-(Bromomethyl)benzoic acid → 4-Bromomethyl-benzoyl chloride

HRID 1591982Notes

Reaction equation

HRID 1591982 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.O=S(Cl)[Cl:14]>>[Br:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([Cl:14])=[O:8])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 225994-(Bromomethyl)benzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 50682894-Bromomethyl-benzoyl chloride

Procedure

A solution of 4-bromomethyl-benzoic acid (8.6 g, 0.04 mol) in 7.23 mL SOCl2 (0.1 mol) is heated to reflux for 5 h. SOCl2 is removed, and the residue is recrystalized from hexane to afford 4-bromomethyl-benzoyl chloride as a white crystalline solid.

Workup

  1. temperatureto reflux for 5 h
  2. customSOCl2 is removed
  3. customthe residue is recrystalized from hexane

Sources & evidence

ORD record
ord-4a79c20662c046759474bed69bbd1d1f
Source dataset
uspto-grants-2007_11
Patent number
US07291635B2

Reaction notes

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