反应详情

温度

-70 °C

6-Trifluormethylpyridine-3-carbaldehyde (4.85 g, 27.70 mmol) and methyl {[(benzyloxy)carbonyl]amino}(dimethoxyphosphoryl)acetate (9.17 g, 27.70 mmol, 1.0 equivalent) are dissolved in THF (70 ml) and cooled to −70° C. At −70° C., N,N,N,N-tetramethylguanidine (6.38 g, 55.39 mmol, 6.95 ml, 2.0 equivalents) is slowly added dropwise and then stirred at −70° C. for 4 h and subsequently at RT for 12 h. The reaction mixture is concentrated and then extracted from water with ethyl acetate (2×100 ml), and the combined organic phases are washed with saturated brine and dried over sodium sulphate. The crude product after concentration in vacuo is chromatographed (silica gel, eluent: toluene then toluene/ethyl acetate 10:1). 6.93 g (66% of theory) of the title compound are obtained.

1. concentrationThe reaction mixture is concentrated
2. extractionextracted from water with ethyl acetate (2×100 ml)
3. washthe combined organic phases are washed with saturated brine
4. dry with materialdried over sodium sulphate
5. concentrationThe crude product after concentration in vacuo
6. customis chromatographed (silica gel, eluent