Thionyl Chloride → HCID 13150418, compound

HRID 371051Notes

Reaction equation

HRID 371051 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:13]2[CH:15]([C:16](O)=[O:17])[C:14]2([CH3:20])[CH3:19])[CH:5]=[CH:6][C:7]=1[O:8][C:9]([F:12])([F:11])[F:10].S(Cl)([Cl:23])=O>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH:13]2[CH:15]([C:16]([Cl:23])=[O:17])[C:14]2([CH3:20])[CH3:19])[CH:5]=[CH:6][C:7]=1[O:8][C:9]([F:12])([F:11])[F:10]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 13150417HCID 13150417, compound

Product 1

HCID 13150418HCID 13150418, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

9.6 g (0.027 mol) of 3-(3-bromo-4-trifluoromethoxyphenyl)-2,2-dimethyl-cyclopropanecarboxylic acid were dissolved in 100 ml of carbon tetrachloride, and 10 g of thionyl chloride were slowly added dropwise at 60° C., while stirring. The mixture was then heated under reflux for 4 hours. After the reaction period had ended, excess thionyl chloride, as well as carbon tetrachloride, were distilled off in the vacuum from a water jet. 9.4 g (93.7% of theory) of 3-(3-bromo-4-trifluoromethoxyphenyl)-2,2-dimethyl-cyclopropanecarboxylic acid-chloride were obtained as a yellow liquid.

Workup

  1. temperatureThe mixture was then heated
  2. temperatureunder reflux for 4 hours
  3. customAfter the reaction period
  4. distillationexcess thionyl chloride, as well as carbon tetrachloride, were distilled off in the vacuum from a water jet

Sources & evidence

ORD record
ord-8ddc974add5a487cb8b3b808c2a1058a
Source dataset
uspto-grants-1985_07
Patent number
US04529557

Reaction notes

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