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

HRID 1382520Notes

Reaction equation

HRID 1382520 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 81%

Procedure

A mixture of 129 g of 1,1,1,3-tetrachloro-3-phenylpropane and 100 g of 85% formic acid is heated to 100° to 106° C. for 10 h. Te reaction is accompanied by evolution of hydrogen chloride and carbon monoxide. Cooling the reaction mixture, filtration of the crystals and their washing with water affords 60 g of cinnamic acid in 81% yield (melting point 126° to 132° C., purity over 97per cent).

Workup

  1. temperatureis heated to 100° to 106° C. for 10 h
  2. customTe reaction
  3. temperatureCooling
  4. filtrationthe reaction mixture, filtration of the crystals and their
  5. washwashing with water

Sources & evidence

ORD record
ord-f67e373a24524d69b6f1ac24c9700d57
Source dataset
uspto-grants-1989_02
Patent number
US04806681

Reaction notes

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