Thionyl Chloride → HCID 131713965, compound

HRID 1979817Notes

Reaction equation

HRID 1979817 reaction equation
[Cl:1][CH:2]([C@H:13]1[C@H:15]([C:16](O)=[O:17])[C:14]1([CH3:20])[CH3:19])[C:3]([Cl:12])([Cl:11])[C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][CH:5]=1.S(Cl)([Cl:23])=O>C(Cl)(Cl)(Cl)Cl>[Cl:1][CH:2]([C@H:13]1[C@H:15]([C:16]([Cl:23])=[O:17])[C:14]1([CH3:20])[CH3:19])[C:3]([Cl:12])([Cl:11])[C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 24386Thionyl Chloride2×HCID 70503211HCID 70503211, compound

Product 1

HCID 131713965HCID 131713965, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

14 g of trans-3-(1,2,2-trichloro-2-(4-chloro-phenyl)-ethyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid were dissolved in 100 ml of carbon tetrachloride, 75 g of thionyl chloride were added and the mixture was heated under reflux for 4 hours. The solvent and excess thionyl chloride were then stripped off in vacuo. 13.7 g of trans-3-(1,2,2-trichloro-2-(4-chloro-phenyl)-ethyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid chloride were obtained as a viscous oil.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 hours

Sources & evidence

ORD record
ord-444efccdc76047f88373198d111c8b5f
Source dataset
uspto-grants-1984_11
Patent number
US04482731

Reaction notes

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