Thionyl Chloride → HCID 131713015, compound

HRID 2166729Notes

Reaction equation

HRID 2166729 reaction equation
[Cl:1][C:2]([C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1)([Br:13])[CH:3]([C@H:5]1[C@H:7]([C:8](O)=[O:9])[C:6]1([CH3:12])[CH3:11])[Br:4].S(Cl)([Cl:23])=O>C(Cl)(Cl)(Cl)Cl>[Cl:1][C:2]([C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1)([Br:13])[CH:3]([C@H:5]1[C@H:7]([C:8]([Cl:23])=[O:9])[C:6]1([CH3:12])[CH3:11])[Br:4]

Participants

4

Reactant 2

HCID 24386Thionyl Chloride2×HCID 131713016HCID 131713016, compound

Product 1

HCID 131713015HCID 131713015, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

14 g of trans-3-(2-chloro-2-(4-chloro-phenyl)-1,2-dibromoethyl)-2,2-dimethyl-cyclopropane-1-(R,S)-carboxylic acid were dissolved in 100 ml of carbon tetrachloride, 75 g of thionyl chloride were added and the mixture was heated to the reflux temperature for 4 hours. The solvent and excess thionyl chloride were then stripped off in vacuo. 13.7 g (77.8% of theory) of trans-3-(2-chloro-2-(4-chloro-phenyl)-1,2-dibromoethyl)-2,2-dimethyl-cyclopropane-1-(R,S)-carboxylic acid chloride were obtained as a viscous oil. ##STR14##

Workup

  1. temperaturethe mixture was heated to the reflux temperature for 4 hours

Sources & evidence

ORD record
ord-034eed80fa3747be97c1ff6e97f0ad98
Source dataset
uspto-grants-1983_06
Patent number
US04388322

Reaction notes

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