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

HRID 483940Notes

Reaction equation

HRID 483940 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-3fd17879cee84353aa4b35998bbf3207
Source dataset
uspto-grants-1993_07
Patent number
US05229002

Reaction notes

Loading…