Formic Acid → 2-Propenoic acid, 3-phenyl-

HRID 1382522Notes

Reaction equation

HRID 1382522 reaction equation
ClC(Cl)(Cl)[CH2:3][CH:4](Cl)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.Cl.[C]=O.[CH:17]([OH:19])=[O:18]>>[C:17]([OH:19])(=[O:18])[CH:3]=[CH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 90965Benzene, (1,3,3,3-tetrachloropropyl)-HCID 178418416HCID 178418416, compound

Product 1

HCID 87842-Propenoic acid, 3-phenyl-Yield 79%

Procedure

A mixture of 103.2 g of 1,1,1,3-tetrachloro-3-phenylpropane, 120 g of 85% formic acid and 17 g of Ostion KSC cation exchanger is refluxed at 100° to 105° C. for 7 h while hydrogen chloride and carbon monoxide is evolved. The cation exchanger is separated by filtration, the filtrate is cooled and the crystals precipitated are filtered off and washed with water to give 46.8 g of cinnamic acid in 79% chemical yield (melting point 127° to 133.5° C. and min. 97% purity).

Workup

  1. customThe cation exchanger is separated by filtration
  2. temperaturethe filtrate is cooled
  3. customthe crystals precipitated
  4. filtrationare filtered off
  5. washwashed with water

Sources & evidence

ORD record
ord-de3006ab76d743f1a68695489a79038a
Source dataset
uspto-grants-1989_02
Patent number
US04806681

Reaction notes

Loading…