Thionyl Chloride → 5-Chloro-2-methoxybenzoyl chloride

HRID 254620Notes

Reaction equation

HRID 254620 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].S(Cl)([Cl:15])=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([Cl:15])=[O:8]

Participants

3

Reactant 2

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

Product 1

HCID 123841765-Chloro-2-methoxybenzoyl chloride

Procedure

A mixture of 5-chloro-2-methoxybenzoic acid (1.5 g, 8.2 mmol) and thionyl chloride (10 mL) was heated to reflux and allowed to stir for 2 hours. The mixture was then concentrated under reduced pressure. The crude material was dissolved in 10 mL toluene and concentrated under reduced pressure (3×) to give the title compound, which was used without purification.

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. concentrationThe mixture was then concentrated under reduced pressure
  4. dissolutionThe crude material was dissolved in 10 mL toluene
  5. concentrationconcentrated under reduced pressure (3×)

Sources & evidence

ORD record
ord-1e609e06182e4e5d92645c9c0031d2ec
Source dataset
uspto-grants-2011_01
Patent number
US07875640B2

Reaction notes

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