Benzene, [(3-broMopropyl)sulfonyl]- synthesis

6synthesis methods

Product Name:Benzene, [(3-broMopropyl)sulfonyl]-
CAS Number:33451-05-7
Molecular formula:C9H11BrO2S
Molecular Weight:263.15

3238-98-0
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33451-05-7
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Yield:33451-05-7 71%

Reaction Conditions:

with 3-chloro-benzenecarboperoxoic acid in dichloromethane at 0; for 2 h;

Steps:

6

To a solution of (3-bromo-propyIsulfanyl)-benzene (Intermediate 5) (200 mg, 0.86 mmol) in 10 mL dry DCM at 0 ⁰C was added mCPBA (77%, 484 mg, 2.16 mmol). The reaction mixture was stirred for 2h at 0⁰C. Aqueous sodium sulfite (10%, 20 mL) was added, and the mixture was stirred for 10 min. at ambient temperature.The organic layer was separated, washed with sat. sodium hydrogen carbonate, washed with brine, dried (MgSO₄) and concentrated in vacuo. Purification on a Redisep cartridge using a gradient 0-80% of AcOEt/petroleum ether provided the title compound as a colourless oil.Yield: 161 mg (71%).¹H NMR (CDCI₃): ￡2.25-2.38 (2H, m), 3.25-3.35 (2H, t), 3.45-3.55 (2H, t), 7.05- 7.12 (2H, m), 7.17-7.25 (1 H, m), 7.92-7.98 (2H, dd).

References:

WO2008/96128,2008,A1 Location in patent:Page/Page column 45-46

25062-90-2 Synthesis