Thionyl Chloride → trans-3-[2-Chloro-3,3,3-trifluoropropenyl]-2,2-dimethylcyclopropanecarbonyl chloride
Reaction equation
[Cl:1][C:2]([C:12]([F:15])([F:14])[F:13])=[CH:3][C@H:4]1[C@H:6]([C:7](O)=[O:8])[C:5]1([CH3:11])[CH3:10].S(Cl)([Cl:18])=O>>[Cl:18][C:7]([C@H:6]1[C@H:4]([CH:3]=[C:2]([Cl:1])[C:12]([F:15])([F:14])[F:13])[C:5]1([CH3:11])[CH3:10])=[O:8]Participants
3
Procedure
A mixture of (+)-cis/trans-3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylic acid (0.4 g) and thionyl chloride (5.0 ml) was heated at the reflux temperature for a period of 2 hours, after which the excess thionyl chloride was removed by distillation under reduced pressure, leaving (+)-cis/trans-1-chlorocarbonyl-3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane.
Workup
- temperaturewas heated at the reflux temperature for a period of 2 hours
- customafter which the excess thionyl chloride was removed by distillation under reduced pressure
Sources & evidence
- ORD record
- ord-945b1db0886c47d1b2c082405854bb2d
- Source dataset
- uspto-grants-1983_03
- Patent number
- US04378316
Reaction notes
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