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ChemicalBook CAS DataBase List METHYL-(3-HYDROXYPROPYL) SULFONE

METHYL-(3-HYDROXYPROPYL) SULFONE synthesis

4synthesis methods
-

Yield: 66%

Reaction Conditions:

in dichloromethane;water

Steps:

11 EXAMPLE 11
3-Chloroperoxybenzoic acid (25 g, 97.2 mmol) was added in portions to a solution of 3-(methylsulphanyl)-1-propanol (5 ml, 48.6 mmol) in methylene chloride (100 ml) while maintaining the reaction temperature at 25° C. After stirring for 1 hour at ambient temperature, the solid was removed by filtration and the filtrate was diluted with an aqueous solution of sodium sulphite (6.5 g, 51.6 mmol) in water (200 ml). The organic layer was separated and the volatiles were removed by evaporation. The white residue was triturated with acetone and the volatiles were again removed by evaporation. The solid was then dissolved in methylene chloride and aluminum oxide (90 Å mesh) was added. After standing for 15 minutes, the solid was removed by filtration and the volatiles were removed by evaporation to give 3-(methylsulphonyl)-1-propanol as a colourless oil (4.46 g, 66%). 1H NMR Spectrum: (CDCl3) 1.9-2.1(br s, 1H); 2.15(m, 2H); 2.95(s, 3H); 3.2(t, 2H); 3.85(t, 2H) MS-EI: 139 [MH]+

References:

Zeneca Limited US6294532, 2001, B1

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