Thionyl Chloride → (-)-2-(Pentafluorophenyl)propionyl chloride

HRID 2249002Notes

Reaction equation

HRID 2249002 reaction equation
S(Cl)([Cl:3])=O.[F:5][C:6]1[C:11]([CH:12]([CH3:16])[C:13](O)=[O:14])=[C:10]([F:17])[C:9]([F:18])=[C:8]([F:19])[C:7]=1[F:20]>>[F:5][C:6]1[C:11]([CH:12]([CH3:16])[C:13]([Cl:3])=[O:14])=[C:10]([F:17])[C:9]([F:18])=[C:8]([F:19])[C:7]=1[F:20]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 5743473Benzeneacetic acid, 2,3,4,5,6-pentafluoro-alpha-methyl-

Product 1

HCID 14651855(-)-2-(Pentafluorophenyl)propionyl chloride

Conditions

Temperature
80 °C

Procedure

A mixture of 4.8 ml of thionyl chloride and 8.10 g of (-)-2-(pentafluorophenyl)propionic acid obtained in Example 4 was stirred for 10 hours at 80° C. Excess thionyl chloride was distilled off under reduced pressure, and the subsequent distillation under reduced pressure gave 6.61 g of (-)-2-(pentafluorophenyl)propionyl chloride having the aforementioned physical properties.

Workup

  1. distillationExcess thionyl chloride was distilled off under reduced pressure
  2. distillationthe subsequent distillation under reduced pressure

Sources & evidence

ORD record
ord-126257cf85544ef4beb3cfed1c38f8c3
Source dataset
uspto-grants-1991_08
Patent number
US05041641

Reaction notes

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