Thionyl Chloride → 2-[2-Fluoro-4-(6-chloroquinoxalin-2-yloxy)phenoxy]propionyl chloride
Reaction equation
[F:1][C:2]1[CH:13]=[C:12]([O:14][C:15]2[CH:24]=[N:23][C:22]3[C:17](=[CH:18][CH:19]=[C:20]([Cl:25])[CH:21]=3)[N:16]=2)[CH:11]=[CH:10][C:3]=1[O:4][CH:5]([CH3:9])[C:6](O)=[O:7].S(Cl)([Cl:28])=O>>[F:1][C:2]1[CH:13]=[C:12]([O:14][C:15]2[CH:24]=[N:23][C:22]3[C:17](=[CH:18][CH:19]=[C:20]([Cl:25])[CH:21]=3)[N:16]=2)[CH:11]=[CH:10][C:3]=1[O:4][CH:5]([CH3:9])[C:6]([Cl:28])=[O:7]Participants
3
Procedure
2-[2-Fluoro-4-(6-chloroquinoxalin-2-yloxy)phenoxy]-propionic acid (1.73 g; 4.77 mmole) was treated with thionyl chloride and the mixture was heated under reflux with stirring for a period of 5 hours. The excess thionyl chloride was removed by distillation under reduced pressure to give 2-[2-fluoro-4-(6-chloroquinoxalin-2-yloxy)phenoxy]-propionyl chloride as a straw coloured oil.
Workup
- temperaturethe mixture was heated
- temperatureunder reflux
- customThe excess thionyl chloride was removed by distillation under reduced pressure
Sources & evidence
- ORD record
- ord-95ea28f440fb4dcfbb2926363740cadc
- Source dataset
- uspto-grants-1987_04
- Patent number
- US04655819
Reaction notes
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