反应详情

温度

0 °C

To a suspension of sodium hydride (60 wt % dispersion in mineral oil) (1380 mg, 34.6 mmol) in tetrahydrofuran (100 mL) cooled to 0° C. was added (2R)-1-benzyloxypropan-2-ol (5.00 g, 30.1 mmol) dropwise. The solution was stirred at 0° C. for 1 h then 1-methylprop-2-ynyl methanesulfonate (4780 mg, 32.3 mmol) was added dropwise and the reaction mixture was allowed to warm to room temp and stirred overnight. The reaction mixture was quenched by the addition of sat. aq. ammonium chloride and extracted with EtOAc. The combined organics were washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude residue was adsorbed onto silica and purified by column chromatography (0-20% EtOAc in Heptane) to afford the title compound as a yellow oil (2.36 g, 36%, mixture of diastereomers).

1. temperatureto warm to room temp
2. stirringstirred overnight
3. customThe reaction mixture was quenched by the addition of sat. aq. ammonium chloride
4. extractionextracted with EtOAc
5. washThe combined organics were washed with brine
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. custompurified by column chromatography (0-20% EtOAc in Heptane)