Thionyl Chloride → HCID 12659717, compound
Reaction equation
[Br:1][C:2]([Br:9])([Br:8])[CH2:3][CH2:4][C:5]([Cl:7])=[O:6].S(Cl)([Cl:12])=O.ClN1C(=O)CCC1=O>>[Cl:12][CH:4]([CH2:3][C:2]([Br:9])([Br:8])[Br:1])[C:5]([Cl:7])=[O:6]Participants
4
Conditions
- Temperature
- 60 °C
Procedure
To a solution of 343.2 g (1 mole) of 4,4,4-tribromobutyric acid chloride in 600 g of thionylchloride 266.0 g (2 mole) of N-chlorosuccinimide is added portion wise at 60° C. while the reaction mixture is irradiated with a mercury high-pressure lamp. After addition of the N-chlorosuccinimide the reaction mixture is stirred for 5 hours at 60° C. while irradiation is continued. Then the thionyl chloride is evaporated and the residue is distilled in vacuo. 309.7 (82% of theory) of 2-chloro-4,4,4-tribromobutyric acid chloride, b.p. 59°-63° C./0.05 torr is obtained.