反应详情

温度

-60 °C

A solution of dimethylsulphoxide (0.46 g) in dichloromethane (3 ml) was added dropwise to a stirred solution of oxalyl chloride (0.36 g) in dichloromethane (15 ml), maintaining the temperature below -60° C. After fifteen minutes, a solution of diethyl 3-hydroxy-3(1-trityl-1,2,4-triazol-3-yl)propane phosphonate (1.19 g, prepared as described in Example 24) in dichloromethane (5 ml) was added, dropwise with stirring, at -60° C. After a further one hour, triethylamine (4.0 ml) was added. The stirred reaction mixture was allowed to warm to -25° C. over fifteen minutes, maintained at that temperature for fifteen minutes, then treated with ether (25 ml) and water (25 ml). The aqueous phase was reextracted twice with ethyl acetate and the combined organic layers washed with water and brine, dried over magnesium sulphate and evaporated under reduced pressure. The residue was chromatographed on silica, using dichloromethane-ethanol (19:1) as eluant, to give diethyl 3-oxo-3(1-trityl-1,2,4-triazol-3-yl)propane phosphonate (0.87 g, m.p. 99-100° C). NMR (CDCl3): δ 1.25(6H,t), 2.1-2.25(2H,m), 3.35(2H,m), 4.1(4H,m), 7.1-7.35(15H,m), 8.05(1H,s). M/S: M+ 503. IR: 1712 cm-1.

1. temperaturemaintaining the temperature below -60° C
2. waitAfter fifteen minutes
3. customThe stirred reaction mixture
4. temperatureto warm to -25° C. over fifteen minutes
5. temperaturemaintained at that temperature for fifteen minutes
6. washthe combined organic layers washed with water and brine
7. dry with materialdried over magnesium sulphate
8. customevaporated under reduced pressure
9. customThe residue was chromatographed on silica