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ChemicalBook CAS DataBase List 3-Bromomethylbenzenesulfonyl chloride

3-Bromomethylbenzenesulfonyl chloride synthesis

2synthesis methods
-

Yield:148583-69-1 65%

Reaction Conditions:

with N-Bromosuccinimide;2,2'-azobis(isobutyronitrile) in acetonitrile;Reflux;

Steps:

134.A 3-(Bromomethyl)benzenesulfonyl chloride

Example 134A
3-(Bromomethyl)benzenesulfonyl chloride
5.13 g (28.8 mmol) of N-bromosuccinimide and 43 mg (0.26 mmol) of 2,2'-azobis-2-methylpropanenitrile were added to a solution of 5.0 g (26.2 mmol) of m-toluenesulfonic acid chloride in 50 ml of acetonitrile and the mixture was heated under reflux overnight.
The batch was then concentrated on a rotary evaporator and the residue was purified directly by means of MPLC (silica gel, mobile phase: cyclohexane/ethyl acetate 10:1).
4.58 g (65% of th.) of the title compound were obtained.
GC/MS (method L): Rt=6.14 min, m/z=189 [M-Br]+.

References:

US2013/196964,2013,A1 Location in patent:Paragraph 1418; 1419; 1420