2-Propenoic acid, 3-phenyl- → 3-Phenylprop-2-enoyl chloride

HRID 1509367Notes

Reaction equation

HRID 1509367 reaction equation
[C:1]([OH:11])(=O)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.S(Cl)([Cl:14])=O>>[C:1]([Cl:14])(=[O:11])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 87842-Propenoic acid, 3-phenyl-HCID 24386Thionyl Chloride

Product 1

HCID 660233-Phenylprop-2-enoyl chloride

Conditions

Temperature
60 °C

Procedure

The cinnamic acid (5 g, 19.7 mmol) and thionyl chloride (5 eq) were put in MC and stirred at 60° C. overnight. Then, the reaction mixture was removed of the unreacted thionyl chloride and the solvent under vacuum to obtain cinnamoyl chloride.

Workup

  1. customThen, the reaction mixture was removed of the unreacted thionyl chloride

Sources & evidence

ORD record
ord-8b9fe5fb80a149569e289a75942ed388
Source dataset
uspto-grants-2015_12
Patent number
US09223177B2

Reaction notes

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