N-bromobutanimide → Methyl 3-bromomethyl-2-chloro-4-methylsulfonylbenzoate

Participants

Reaction Steps

82 g (0.1 mol) of methyl 2-chloro-3-methyl-4-methylsulfonylbenzoate are dissolved in 2 l of tetrachloromethane, and 56 g (0.31 mol) of N-bromosuccinimide are added in portions with exposure to light. The reaction mixture was filtered, the filtrate was concentrated, and the residue was taken up in 200 ml of methyl tert-butyl ether. The solution was treated with petroleum ether and the solid which had precipitated was filtered off with suction and dried. This gave 74.5 g (70% of theory) of methyl 3-bromomethyl-2-chloro-4-methylsulfonylbenzoate.

Provenance & Evidence