反应详情

温度

25 °C

To a solution of 8-azaspiro[4.5]dec-2-ene-7,9-dione (3.3 g, 20 mmol) [prepared according to Cipollina, J. A.; et. al. J. Med. Chem. 1991, 34, 3316.] in THF (200 mL) at 0° C. was added LAH (3.42 mg, 90 mmol) portion-wise. After 1 h at 0° C., the solution warmed to 25° C. and was then heated to 60° C. After an additional 1 h at reflux, the solution was cooled and quenched by dropwise addition of a saturated solution of Rochelle's salt. The aqueous phase was extracted several times with DCM and the combined organic fractions were dried (Na2SO4), concentrated and purified via column chromatography (silica, 3% MeOH in DCM (1% NH4OH)) yielding the title compound (2.74 g, quant.) as a yellow oil: LCMS (ES) m/e 160 (M+Na)+.

1. temperaturewas then heated to 60° C
2. temperatureAfter an additional 1 h at reflux
3. temperaturethe solution was cooled
4. customquenched by dropwise addition of a saturated solution of Rochelle's salt
5. extractionThe aqueous phase was extracted several times with DCM
6. dry with materialthe combined organic fractions were dried (Na2SO4)
7. concentrationconcentrated
8. custompurified via column chromatography (silica, 3% MeOH in DCM (1% NH4OH))