反应详情

To a stirred solution of (RS)-8-(acenaphthen-1-yl)-1-phenyl-1,8-diaza-spiro[4.5]decane-2,4-dione (0.67 g, 1.7 mmol) in THF (35 ml) was added at RT lithium aluminiumhydride (128 mg, 3.4 mmol) and the reaction mixture was boiled under reflux for 7 h. Water (20 drops) was added slowly at RT to the stirred solution and afterwards the reaction mixture was dried (Na2SO4) and filtered. The filtrate was evaporated and the crude product purified by column chromatography on silica gel (ethyl acetate/hexane 9:1) to yield (RS)-8-acenaphthen-1-yl-1-phenyl-1,8-diaza-spiro[4.5]decane (50 mg/see example 20) as a pale yellow oil and 8-(acenaphthen-1-yl)-1-phenyl-1,8-diaza-spiro[4.5]decan-4-ol (127 mg) as a pale brown foam, which while stirring was dissolved in 3N MeOH—HCl (0.5 ml) and treated with diethyl ether (15 ml). After 1 h the solid was filtered off to yield the desired product (128 mg, 55%) as a pale brown solid, m.p. 196° and MS: m/e=385.3 (M+H+).

1. temperatureunder reflux for 7 h
2. dry with materialafterwards the reaction mixture was dried (Na2SO4)
3. filtrationfiltered
4. customThe filtrate was evaporated
5. customthe crude product purified by column chromatography on silica gel (ethyl acetate/hexane 9:1)