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

HRID 1382521Notes

Reaction equation

HRID 1382521 reaction equation
ClC(Cl)(Cl)[CH2:3][CH:4](Cl)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.S(=O)(=O)(O)O.Cl.[C]=O.[CH:22]([OH:24])=[O:23]>>[C:22]([OH:24])(=[O:23])[CH:3]=[CH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

6

Reactant 5

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 90965Benzene, (1,3,3,3-tetrachloropropyl)-HCID 178418416HCID 178418416, compound

Product 1

HCID 87842-Propenoic acid, 3-phenyl-Yield 86.9%

Procedure

A mixture of 103.2 g of 1,1,1,3-tetrachloro-3-phenylpropane, 114 g of 85% formic acid and 4.2 g of 93% sulphuric acid is refluxed under stirring at a temperature in the range 100° to 110° C. for 6 h with evolution of hydrogen chloride and carbon monoxide. The reaction mixture is cooled, the crystals so precipitated are filtered off and washed with water to give 51.5 g of cinnamic acid in total yield of 98 per cent (melting point 127° to 133° C., min. 98% purity).

Workup

  1. temperatureis refluxed
  2. temperatureThe reaction mixture is cooled
  3. customthe crystals so precipitated
  4. filtrationare filtered off
  5. washwashed with water

Sources & evidence

ORD record
ord-438a9ba63cd94c3391c32fed927057c3
Source dataset
uspto-grants-1989_02
Patent number
US04806681

Reaction notes

Loading…