反应详情

温度

-30 °C

Dimethyl methanephosphonate (70 ml; 634.8 mmol) was placed in tetrahydrofuran (1.6 l) at −75° C. and treated at this temperature with 1.6M n-butyllithium in tetrahydrofuran (437 ml; 700 mmol). After 1.5 hours at −75° C. n-butyl (t-butyl-dimethyl-silanyloxy)-acetate (52.1 g; 211.6 mmol) in tetrahydrofuran (110 ml) was added and the batch was stirred for 2 hours at −30° C. The reaction mixture was subsequently poured into 1N ice-cold aqueous hydrochloric acid (800 ml) and extracted rapidly with ethyl acetate (2×1 l). The combined organic phases were washed in succession with water (2×1 l) and saturated aqueous sodium chloride solution (500 ml), dried over magnesium sulphate and concentrated. The residue was azeotroped with toluene (2×300 ml) and distilled (b.p.: 89-95° C.; 0.42 mm Hg). Yield: 57.2 g (92%) as a colorless oil.

1. extractionextracted rapidly with ethyl acetate (2×1 l)
2. washThe combined organic phases were washed in succession with water (2×1 l) and saturated aqueous sodium chloride solution (500 ml)
3. dry with materialdried over magnesium sulphate
4. concentrationconcentrated
5. customThe residue was azeotroped with toluene (2×300 ml)
6. distillationdistilled (b.p.: 89-95° C.; 0.42 mm Hg)