Methyl vinyl sulfone synthesis
- Product Name:Methyl vinyl sulfone
- CAS Number:3680-02-2
- Molecular formula:C3H6O2S
- Molecular Weight:106.14
15205-66-0
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124-63-0
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191604-52-1
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3680-02-2
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Yield:-
Reaction Conditions:
with triethylamine in dichloromethane at 0; for 1.5 h;
Steps:
17.A
To a stirred solution of 2-(methylsulfonyl)ethanol (1 g, 8.05 mmol) and TEA (1.23 mL, 8.85 mmol) in DCM (10 mL) at 0 °C was added dropwise methanesulfonyl chloride (0.68 mL, 8.85 mmol). The mixture was stirred at 0 °C for 1.5 h. The mixture was poured into saturated aq sodium hydrogen carbonate and the organic layer was separated. The aqueous layer was further extracted with DCM and the combined organic layers were washed sequentially with saturated aq sodium hydrogen carbonate and 2N HC1. The organic layer was separated, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to afford 300 mg of a 1 : 1 mixture of 2-(methylsulfonyl)ethyl methanesulfonate and methylsulfonylethene as an oil. 2-(methylsulfonyl)ethyl methanesulfonate. H NMR (300 MHz, CDC13) δ 4.65 - 4.68 (m, 2H), 3.44 - 3.47 (m, 2H), 3.1 1 (s, 3H), 3.00 (s, 3H); methylsulfonylethene: H NMR (300 MHz, CDC13) δ 6.74 (dd, J = 18.0, 12.0 Hz, 1H), 6.40 - 6.50 (d, J = 18.0 Hz, 1H), 6.15 (d, J= 12.0 Hz, 1H), 2.96 (s, 3H).
References:
AMBIT BIOSCIENCES CORPORATION;CHAO, Qi;HADD, Michael, J.;HOLLADAY, Mark, W.;ROWBOTTOM, Martin WO2012/30924, 2012, A1 Location in patent:Page/Page column 129
1822-74-8
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3680-02-2
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50890-51-2
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3680-02-2
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15205-66-0
123 suppliers
$13.00/1g
3680-02-2
87 suppliers
$16.00/1g