Thionyl Chloride → 2,3,5-Trichlorophenylacetyl chloride

HRID 274834Notes

Reaction equation

HRID 274834 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([Cl:9])=[CH:4][C:3]=1[CH2:10][C:11]([OH:13])=O.S(Cl)([Cl:16])=O>C(Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([Cl:9])=[CH:4][C:3]=1[CH2:10][C:11]([Cl:16])=[O:13]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 186876252,3,5-Trichlorophenylacetic acid

Product 1

HCID 214781102,3,5-Trichlorophenylacetyl chloride

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A suspension of 6.0 grams (0.023 mole) of 2,3,5-trichlorophenylacetic acid in about 125 mL of carbon tetrachloride was stirred, and 5 mL of thionyl chloride was added. The reaction mixture was then warmed to reflux, where it was stirred for about 30 minutes. After this time the reaction mixture was concentrated under reduced pressure, yielding 6.4 grams of 2,3,5-trichlorophenylacetyl chloride.

Workup

  1. temperatureThe reaction mixture was then warmed
  2. temperatureto reflux
  3. stirringwhere it was stirred for about 30 minutes
  4. concentrationAfter this time the reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-48b2e19bc4d145b29dcd0b1020a8fc77
Source dataset
uspto-grants-1995_02
Patent number
US05391541

Reaction notes

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