Thionyl Chloride → 3-Chloro-4-methylbenzoyl chloride

HRID 1606160Notes

Reaction equation

HRID 1606160 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5](O)=[O:6].S(Cl)([Cl:14])=O>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([Cl:14])=[O:6]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 788403-Chloro-4-methylbenzoic Acid

Product 1

HCID 184242113-Chloro-4-methylbenzoyl chloride

Procedure

3-Chloro-4-methylbenzoyl chloride is prepared by refluxing together 30 g. (0.175 mole) of 3-chloro-4-methyl benzoic acid and 85 ml. thionyl chloride for about 2.5 hours, after which the excess thionyl chloride is distilled off under vacuum. The aroyl chloride product, 3-chloro-4-methylbenzoyl chloride, distills over at b.p. 70°-74°C., 10.25 mm. Hg.

Workup

  1. temperatureby refluxing together 30 g
  2. distillationafter which the excess thionyl chloride is distilled off under vacuum
  3. distillationThe aroyl chloride product, 3-chloro-4-methylbenzoyl chloride, distills over at b.p. 70°-74°C., 10.25 mm. Hg

Sources & evidence

ORD record
ord-62452a1028a44864ac567a40ec54e2de
Source dataset
uspto-grants-1976_04
Patent number
US03952012

Reaction notes

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