Benzene → 5-Chloro-2-methoxybenzoyl chloride

HRID 1658595Notes

Reaction equation

HRID 1658595 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7](O)=[O:8].C1C=CC=CC=1.S(Cl)([Cl:21])=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([Cl:21])=[O:8]

Participants

4

Reactant 3

HCID 241BenzeneHCID 24386Thionyl ChlorideHCID 769705-Chloro-o-anisic acid

Product 1

HCID 123841765-Chloro-2-methoxybenzoyl chlorideYield 72%

Procedure

5-Chloro-2-methoxybenzoic acid (19 g.) was heated in thionyl chloride 64 ml.) under reflux for 1 hour. Benzene (100 ml.) was then added, and evaporated off under reduced pressure. The solid residue was recrystallized from hexane to give the required product (15 g., 72%) m.p. 59°-60°.

Workup

  1. temperature) under reflux for 1 hour
  2. customevaporated off under reduced pressure
  3. customThe solid residue was recrystallized from hexane

Sources & evidence

ORD record
ord-c7bbed8cd586406987877510a64cbe53
Source dataset
uspto-grants-1976_06
Patent number
US03965173

Reaction notes

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