反应详情

温度

50 °C

To a stirred solution of tert-butyl-4-[(4-oxopiperidin-1-yl)methyl]tetra hydro-2H-pyran-4-carboxylate (8.77 g, 0.0295 mol, step 3 of Example 3) in 1,2-dimethoxyethane (250 mL) was added p-toluenesulfonylmethylisocyanide (11.51 g, 0.0590 mol), ethanol (3.96 mL, 0.0678 mol) and potassium t-butoxide (11.58 g, 0.1032 mol) at 0° C. The resulting mixture was stirred at 50° C. for 16 h. After cooling, the reaction mixture was poured into sat. NaHCO3 aq. (200 mL), and the mixture was extracted with CH2Cl2 (200 mL×3). The extracts were dried over Na2SO4, filtered and concentrated. The residue was chromatographed on a column of silica gel eluting with hexane/ethyl acetate (2:1) to give 5.76 g (63%) of the title compound as yellow syrup.

1. temperatureAfter cooling
2. extractionthe mixture was extracted with CH2Cl2 (200 mL×3)
3. dry with materialThe extracts were dried over Na2SO4
4. filtrationfiltered
5. concentrationconcentrated
6. customThe residue was chromatographed on a column of silica gel eluting with hexane/ethyl acetate (2:1)