Thionyl Chloride → HCID 53789701, compound

HRID 1701347Notes

Reaction equation

HRID 1701347 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=2)[C:11](O)=[O:12])=[O:7])=[CH:4][CH:3]=1.S(Cl)([Cl:21])=O>>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=2)[C:11]([Cl:21])=[O:12])=[O:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 21662825HCID 21662825, compound

Product 1

HCID 53789701HCID 53789701, compound

Conditions

Temperature
20 °C

Procedure

47 g of 3-p-chloro benzoyl-benzoic acid were added to 470 cc of thionyl chloride and the mixture was refluxed for 3 hours and then cooled to 20° C. The mixture was concentrated to dryness by distillation under reduced pressure to obtain a residue of 3-p-chlorobenzoyl-benzoic acid chloride which as far as is known is not described in the literature. 54.8 gm of the said acid chloride were added to 500 cc of methylene chloride and after cooling to 5° C., 1.5 liters of a solution of 15.2 g per liter of diazomethane in methylene chloride was added thereto over 20 minutes.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. concentrationThe mixture was concentrated to dryness by distillation under reduced pressure

Sources & evidence

ORD record
ord-fcc96180523e4453b7b74afdb2698431
Source dataset
uspto-grants-1980_03
Patent number
US04192890

Reaction notes

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