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

HRID 1638266Notes

Reaction equation

HRID 1638266 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8](O)=[O:9])=[CH:4][CH:3]=1.S(Cl)([Cl:15])=O>C1C=CC=CC=1>[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([Cl:15])=[O:9])=[CH:4][CH:3]=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

100 ml of benzene was added to 18.3 grams of p-chlorocinnamic acid. 12 ml of thionyl chloride was added dropwise slowly thereto at ambient temperature. The temperature was elevated to 80° C. and the heating was continued until foaming ceased. Benzene and thionyl chloride were distilled off and the residue was dried thoroughly under reduced pressure.

Workup

  1. customat ambient temperature
  2. customwas elevated to 80° C.
  3. distillationBenzene and thionyl chloride were distilled off
  4. customthe residue was dried thoroughly under reduced pressure

Sources & evidence

ORD record
ord-fed93c4971994b6aa4d270a622b00d0c
Source dataset
uspto-grants-1989_11
Patent number
US04879038

Reaction notes

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