Thionyl Chloride → 2-Chlorobenzenepropanoyl chloride

HRID 1825263Notes

Reaction equation

HRID 1825263 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][C:10]([OH:12])=O.S(Cl)([Cl:15])=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][C:10]([Cl:15])=[O:12]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 956763-(2-Chlorophenyl)propanoic acid

Product 1

HCID 151225762-Chlorobenzenepropanoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 3-(2-chlorophenyl)propanoic acid (5.0 g, 27.1 mmole), thionyl chloride (10.9 ml, 149 mmole) and toluene (75 ml) was refluxed for two hours. Concentration in vacuo gave 3-(2-chlorophenyl)propanoyl chloride which was taken up in methylene chloride and used in the next step without further purification. Step 2:

Workup

  1. temperaturewas refluxed for two hours
  2. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-c5e0398a606d4a6ebe2e4c77e23bbf95
Source dataset
uspto-grants-2006_05
Patent number
US07045591B2

Reaction notes

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