反应详情

5.0 g (16.44 mmol) of (RS)-5-methoxymethyl-3-[4-(4-oxo-cyclohexyl)-phenyl]-oxazolidin-2-one were dissolved in 150 ml of ethanol while heating and, after cooling, treated while stirring with 620 mg (16.4 mmol) of sodium borohydride, cooled overnight and the solvent was subsequently distilled off. The oily residue obtained was treated with water and 1N hydrochloric acid and the reaction product was taken up in ethyl acetate. The organic phase was washed with water, dried over magnesium sulfate and the solvent was distilled off. The colorless oil obtained (5.3 g) was dissolved in ethyl acetate, treated with hexane until turbid and the separated precipitate was filtered off under suction after 1 hour. 3.3 g of an alcohol which was uniform in the nmr spectrum were obtained. M.p. 109°-110°.

1. temperaturewhile heating
2. temperatureafter cooling
3. additiontreated
4. temperaturecooled overnight
5. distillationthe solvent was subsequently distilled off
6. customThe oily residue obtained
7. washThe organic phase was washed with water
8. dry with materialdried over magnesium sulfate
9. distillationthe solvent was distilled off
10. customThe colorless oil obtained (5.3 g)
11. filtrationthe separated precipitate was filtered off under suction after 1 hour
12. customwere obtained