反应详情

A solution of diethyl 3-acetylthio-3(1-trityl-1,2,4-triazol-3-yl)propane phosphonate (0.71 g, prepared as described in Example 37) in methanol (20 ml) was added dropwise, under nitrogen, to a stirred solution of sodium methoxide (from 0.06 g sodium) in methanol (10 ml), whilst maintaining the temperature below 5° C. The mixture was allowed to attain room temperature and to stand for twenty hours, neutralized with solid carbon dioxide, poured into water and extracted with ethyl acetate. The extracts were washed with water and brine, dried over magnesium sulphate and evaporated under reduced pressure. The residue was chromatographed on silica, using dichloromethane-ethanol (49:1) as eluant, to give diethyl 3-mercapto-3(1-trityl-1,2,4-triazol-3-yl)propane phosphonate (0.35 g) as a colourless gum. NMR (CDCl3): δ1.3(6H,dt), 1.7-2.0(2H,m), 2.2-2.4(2H,m), 4.0(4H,m), 4.1(1H,m), 7.1(6H,m), 7.3(9H,m), 7.9(1H,s). M/S: M+ 521.

1. temperaturewhilst maintaining the temperature below 5° C
2. customto attain room temperature
3. waitto stand for twenty hours
4. extractionextracted with ethyl acetate
5. washThe extracts were washed with water and brine
6. dry with materialdried over magnesium sulphate
7. customevaporated under reduced pressure
8. customThe residue was chromatographed on silica