(4-Chlorophenyl)acetic acid → 4-Chlorophenylacetyl chloride

HRID 1863349Notes

Reaction equation

HRID 1863349 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[CH:4][CH:3]=1.S(Cl)([Cl:14])=O>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([Cl:14])=[O:11])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 15880(4-Chlorophenyl)acetic acidHCID 24386Thionyl Chloride

Product 1

HCID 906924-Chlorophenylacetyl chlorideYield 71%

Procedure

The requisite p-chlorophenylacetyl chloride was prepared in the following manner. p-Chlorophenylacetic acid (15 g.; 0.088 mole) and thionyl chloride (31.5 g.; 0.0264 mole) were heated at reflux for 2 hours. Excess thionyl chloride was removed in vacuo to afford the acid chloride which was used without further purification.

Workup

  1. temperatureat reflux for 2 hours
  2. customExcess thionyl chloride was removed in vacuo

Sources & evidence

ORD record
ord-46232563a6bb491eb09d98eb48143d0f
Source dataset
uspto-grants-1979_09
Patent number
US04168315

Reaction notes

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