反应详情

Methyl 2-[[4-methoxybenzenesulfonyl](benzyl)amino]propionate (2.1 g, 6.01 mmol) is dissolved in methanol (20.0 mL). To this solution is added hydroxylamine hydrochloride (0.84 g, 12.0 mmol), followed by the addition of sodium methoxide (7.0 mL of a 4.37M solution). The reaction is stirred overnight at room temperature. The reaction is worked up by first removing all the solvent, and partitioning between ethyl acetate/hexane (2/1) and saturated sodium bicarbonate. The aqueous phase is extracted well with ethyl acetate/hexane, the combined organic layers are dried (MgSO4), and the solvent is evaporated. The product is purified by silica gel chromatography (ethyl acetate) to give N-hydroxy-2-[[4-methoxybenzenesulfonyl](benzyl)amino]propionamide, m.p. 149°-151° C.

1. customby first removing all the solvent
2. custompartitioning between ethyl acetate/hexane (2/1) and saturated sodium bicarbonate
3. extractionThe aqueous phase is extracted well with ethyl acetate/hexane
4. dry with materialthe combined organic layers are dried (MgSO4)
5. customthe solvent is evaporated
6. customThe product is purified by silica gel chromatography (ethyl acetate)