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99769-28-5

1-BroMo-4-Methanesulfonyl-2-Methylbenzene synthesis

4synthesis methods
-

Yield:99769-28-5 83%

Reaction Conditions:

with Oxone in methanol;water at 0 - 20; for 18 h;

Steps:

39

A solution of 1-bromo-2-methyl-4-methylsulfanylbenzene (2.5 g, 11.51 mmol) in methanol (58 mL) and water (5.8 mL) was cooled to 0° C. Oxone (7.07 g, 11.51 mmo) was added as a solid and the reaction was allowed to warm to rt and stirred 18 h. After that time saturated Na2SO3 solution was added and the mixture was extracted with methylene chloride (3×100 mL). The combined organic phase was washed with water, brine, dried over Na2SO4 and concentrated under reduced pressure to give 1-bromo-4-methanesulfonyl-2-methylbenzene (2.38 g, 83%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 7.81 (d, J=1.95 Hz, 1H), 7.75 (d, J=8.21 Hz, 1H), 7.62 (dd, J=8.01, 2.15 Hz, 1H), 3.05 (s, 3H), 2.50 (s, 3H)

References:

US2014/140956,2014,A1 Location in patent:Paragraph 0785