反应详情

温度

-78 °C

n-Butyl-lithium (21.8ml. of a 2.92M solution in hexane) was added to a solution of dimethyl methylphosphonate (6.2g.) in dry tetrahydrofuran (50ml.) at -78°C. in an atmosphere of argon. After 10 minutes, a solution of ethyl 5-indolyloxyacetate (5.5g.) in dry tetrahydrofuran (50ml.) was added dropwise, and the mixture was stirred for 2 hours at -78°C. The reaction mixture was poured into 2N hydrochloric acid and stirred vigorously for 5 minutes, then the solvents were evaporated under reduced pressure. The residue was shaken with a mixture of ethyl acetate and water, and the organic phase was separated and washed with brine. The solution was dried, the solvents were evaporated and the residue was chromatographed on a column of silica gel MFC (250 g.)using methylene dichloride : ethyl acetate mixtures as eluant, to give dimethyl [2-oxo-3-(indol-5yloxy)propyl]phosphonate as an oil, RF = 0.3 (ethyl acetate).

1. stirringstirred vigorously for 5 minutes
2. customthe solvents were evaporated under reduced pressure
3. stirringThe residue was shaken with a mixture of ethyl acetate and water
4. customthe organic phase was separated
5. washwashed with brine
6. customThe solution was dried
7. customthe solvents were evaporated
8. customthe residue was chromatographed on a column of silica gel MFC (250 g