Thionyl Chloride → HCID 131712800, compound

HRID 67119Notes

Reaction equation

HRID 67119 reaction equation
[CH3:1][C:2]1([CH3:18])[C@@H:4]([CH:5]=[C:6]([Cl:14])[C:7]([F:13])([F:12])[C:8]([F:11])([F:10])[F:9])[C@@H:3]1[C:15](O)=[O:16].S(Cl)([Cl:21])=O>C(Cl)(Cl)(Cl)Cl>[CH3:1][C:2]1([CH3:18])[C@@H:4]([CH:5]=[C:6]([Cl:14])[C:7]([F:13])([F:12])[C:8]([F:11])([F:10])[F:9])[C@@H:3]1[C:15]([Cl:21])=[O:16]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 131712801HCID 131712801, compound

Product 1

HCID 131712800HCID 131712800, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
80 °C

Procedure

21.5 g (0.07 mol) of (±)-cis/trans-2,2-dimethyl-3-(2-chloro-3,3,4,4,4-pentafluoro-1-butenyl)-cyclopropane-1-carboxylic acid were dissolved in 150 ml of carbon tetrachloride, and 50 ml of thionyl chloride were added. The mixture was then warmed to 80° C. for 1 hour, while stirring. After distilling off the excess thionyl chloride and the solvent, the residue was distilled under a high vacuum. 21 g of (±)-cis/trans-2,2-dimethyl-3-(2-chloro-3,3,4,4,4-pentafluoro-1-butenyl)-cyclopropane-1-carboxylic acid chloride of boiling point 50°-54° C./0.3 mbar were obtained. ##STR10##

Workup

  1. distillationAfter distilling off the excess thionyl chloride
  2. distillationthe solvent, the residue was distilled under a high vacuum

Sources & evidence

ORD record
ord-7d941f76da0a49b383fd31df6bd9f538
Source dataset
uspto-grants-1982_08
Patent number
US04344960

Reaction notes

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