反应详情

A mixture of (7-cyano-chroman-4-yl)-carbamic acid tert-butyl ester (769 mg, 2.81 mmol, 1.0 eq), NaH (Aldrich, 449 mg (60% by weight), 11.2 mmol, 4.0 eq) in DMF (15 mL) was stirred at RT for 3 h. Iodomethane (Aldrich, 1.99 g, 14.1 mmol, 5.0 eq) was added slowly. The resulting mixture was stirred at RT for 21 h. The reaction was quenched with saturated NH4Cl (40 mL) DMF was removed with a rotary evaporator at 70° C. The crude was diluted with H2O (100 mL), extracted with EtOAc (80 mL×4). The extract phase was washed with saturated NaCl, dried over Na2SO4, filtered and concentrated. Flash column chromatography (silica gel, 0-15% EtOAc-Hexane) afforded the title compound as an off-white solid. MS (ESI, pos. ion) m/z: 289 (M+1).

1. stirringThe resulting mixture was stirred at RT for 21 h
2. customThe reaction was quenched with saturated NH4Cl (40 mL) DMF
3. customwas removed with a rotary evaporator at 70° C
4. additionThe crude was diluted with H2O (100 mL)
5. extractionextracted with EtOAc (80 mL×4)
6. washThe extract phase was washed with saturated NaCl
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated