Thionyl Chloride → HCID 20069459, compound
Reaction equation
[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:17]([F:25])[C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:14]([O-:16])=[O:15])=[C:9]([CH:13]=1)[C:10](O)=[O:11].S(Cl)([Cl:28])=O>>[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:17]([F:25])[C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:14]([O-:16])=[O:15])=[C:9]([CH:13]=1)[C:10]([Cl:28])=[O:11]Participants
3
Procedure
5-(2-Chloro-6-fluoro-4-trifluoromethylphenoxy)-2-nitrobenzoic acid (2.5 g) was heated under reflux for 5 hours with thionyl chloride (40 ml). The solution was evaporated under reduced pressure and the yellow oil remaining was taken up in toluene (100 ml). The solution was divided into four portions. Each portion was separately evaporated to give 5-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-2-nitrobenzoyl chloride as an oil. Three portions were used to prepare esters as follows:
Workup
- customThe solution was evaporated under reduced pressure
- customEach portion was separately evaporated