Dicamba → Benzoyl chloride, 3,6-dichloro-2-methoxy-

HRID 568740

Reaction equation

HRID 568740 reaction equation
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[C:7]([O:16][CH3:17])=[C:8]([C:12]([Cl:15])=[CH:13][CH:14]=1)[C:9](O)=[O:10]>>[Cl:5][C:6]1[C:7]([O:16][CH3:17])=[C:8]([C:12]([Cl:15])=[CH:13][CH:14]=1)[C:9]([Cl:3])=[O:10]

Participants

3

Reactant 2

HCID 3030DicambaHCID 24386Thionyl Chloride

Product 1

HCID 82609Benzoyl chloride, 3,6-dichloro-2-methoxy-

Conditions

Temperature
60 °C

Procedure

To 4.0 kg thionyl chloride, was added 5.0 kg of 3,6-dichloro-2-methoxybenzoic acid. This was stirred and heated to reflux (ca. 60° C.) for 1.5 hours. The reaction mixture was allowed to cool and excess thionyl chloride evaporated in vacuo. The crude product was then distilled under reduced pressure to give 3,6-dichloro-2-methoxybenzoyl chloride as a liquid, b.p. 117° C. @ 0.6 mm Hg.

Workup

  1. temperatureheated
  2. temperatureto cool
  3. customexcess thionyl chloride evaporated in vacuo
  4. distillationThe crude product was then distilled under reduced pressure

Sources & evidence

ORD record
ord-f5da8051e40d44ec8603236298d07f40
Source dataset
uspto-grants-1988_03
Patent number
US04729781

Linked notes

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