反应详情

To a solution of tetrahydro-2H-pyran-4-ol (20 g) in tetrahydrofuran (150 mL) and triethylamine (28.5 mL) is slowly added methanesulfonyl chloride (15.5 mL), while keeping the temperature below 30° C. The mixture is stirred for 12 hours at room temperature. The precipitate is filtered off and washed twice with tetrahydrofuran. The combined organic phases are concentrated and partitioned between ethyl acetate and water. The organic phase is dried (Na2SO4) and concentrated to give the title compound. Yield: 29.4 g; TLC: rf=0.36 (silicagel, petrole ether/ethyl acetate 1:1); Mass spectrum (ESI+): m/z=198 [M+NH4]+.

1. customthe temperature below 30° C
2. filtrationThe precipitate is filtered off
3. washwashed twice with tetrahydrofuran
4. concentrationThe combined organic phases are concentrated
5. custompartitioned between ethyl acetate and water
6. dry with materialThe organic phase is dried (Na2SO4)
7. concentrationconcentrated