Thionyl Chloride → 2-Propenoyl chloride, 3-(3-nitrophenyl)-, (E)-
Reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]([OH:14])=O)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].S(Cl)([Cl:17])=O>C1C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]([Cl:17])=[O:14])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 50 g. of 3-(3-nitrophenyl)propenoic acid, 24.54 ml. of thionyl chloride and 300 ml. of benzene were heated under reflux for 2.5 hours. The cooled solution was filtered and then it was evaporated in vacuo. The residue was recrystallized from carbon tetrachloride, to give 49.9 g. (91% yield) of the title compound, m.p. 81°-83.5° C.
Workup
- additionA mixture of 50 g
- temperatureunder reflux for 2.5 hours
- filtrationThe cooled solution was filtered
- customit was evaporated in vacuo
- customThe residue was recrystallized from carbon tetrachloride
- customto give 49.9 g
Sources & evidence
- ORD record
- ord-8e92191ca797443bb39a6aafcb457b20
- Source dataset
- uspto-grants-1982_05
- Patent number
- US04331683
Reaction notes
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