2-Propenoic acid, 3-(4-chlorophenyl)- → 4-Chlorocinnamoyl chloride

HRID 435487Notes

Reaction equation

HRID 435487 reaction equation
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:16]=[CH:15][C:9]([CH:10]=[CH:11][C:12](O)=[O:13])=[CH:8][CH:7]=1>C1C=CC=CC=1>[Cl:5][C:6]1[CH:16]=[CH:15][C:9]([CH:10]=[CH:11][C:12]([Cl:3])=[O:13])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 153712-Propenoic acid, 3-(4-chlorophenyl)-HCID 24386Thionyl Chloride

Product 1

HCID 534112944-Chlorocinnamoyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Thionyl chloride (28.6 g.) was added dropwise to a benzene (300 ml.) solution of p-chlorocinnamic acid (36.5 g.) under stirring. The resulting solution was heated under reflux for 1 hour, then the solvent was evaporated under reduced pressure on a rotary evaporator to give the product, which melted at 78°-80° and weighed 40 g.

Workup

  1. temperatureThe resulting solution was heated
  2. temperatureunder reflux for 1 hour
  3. customthe solvent was evaporated under reduced pressure on a rotary evaporator
  4. customto give the product, which melted at 78°-80°

Sources & evidence

ORD record
ord-7c38a5ce7d7e4a798baa040d7470843f
Source dataset
uspto-grants-1983_08
Patent number
US04401832

Reaction notes

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