反应详情

温度

0 °C

To a solution of tetrahydro-2H-pyran-4-carbonitrile (2 g, 18.00 mmol) in THF (10 mL) at 0-5° C. was slowly added LHMDS (21.59 mL, 21.59 mmol). The mixture was stirred for 1.5 hr 0° C. Iodomethane (3.37 mL, 54.0 mmol) was added slowly and stirring was continued for 30 min at ˜0° C. and ˜2 hr at ambient temperature. The mixture was cooled to 0° C. and carefully diluted with 1N aqueous HCl (30 mL) and EtOAc (5 mL) and concentrated. The resulting residue was taken up in diethylether and the separated organic layer was washed with brine, dried over Na2SO4, filtered off and concentrated in vacuo providing crude 4-methyltetrahydro-2H-pyran-4-carbonitrile as an orange oil, which was directly used in the next reaction without further purification. Yield: 1.8 g. LCMS (m/z): 126.1 [M+H]+; Retention time=0.44 min.

1. customat 0-5° C.
2. stirringstirring
3. waitwas continued for 30 min at ˜0° C. and ˜2 hr at ambient temperature
4. temperatureThe mixture was cooled to 0° C.
5. concentrationconcentrated
6. washthe separated organic layer was washed with brine
7. dry with materialdried over Na2SO4
8. filtrationfiltered off
9. concentrationconcentrated in vacuo