Thionyl Chloride → 5-Chloro-2-methoxybenzoyl chloride

HRID 538761Notes

Reaction equation

HRID 538761 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-d3839087ba3742778f97f32410a63fba
Source dataset
uspto-grants-2014_10
Patent number
US08865753B2

Reaction notes

Loading…