反应 #8861

反应方程式

tert-butyl 1-(1-hydroxyprop-1-yl)-2-hydroxy-8-azaspiro[4.5]decane-8-carboxylate

tert-Butyl 1-(1-hydroxyprop-1-yl)-2-hydroxy-8-azaspiro[4.5]decane-8-carboxylate

Jones reagent

→

title compound

收率 66.7%

tert-Butyl 1-(1-oxoprop-1-yl)-2-oxo-8-azaspiro[4.5]decane-8-carboxylate

收率 66.7%

溶剂

acetone

反应条件

后处理

1. 1
   其他was then quenched with isopropanol
2. 2
   workup.ADDITIONThe mixture was diluted with water
3. 3
   萃取extracted three times with methylene chloride
4. 4
   洗涤The combined organic layers were washed with brine
5. 5
   干燥dried over sodium sulfate
6. 6
   过滤filtered
7. 7
   浓缩concentrated
8. 8
   其他The residue was purified by flash chromatography
9. 9
   洗涤eluting with 20% ethyl acetate in hexanes

实验过程

To a solution of tert-butyl 1-(1-hydroxyprop-1-yl)-2-hydroxy-8-azaspiro[4.5]decane-8-carboxylate (0.050 g, 0.16 mmol) from Step E in acetone (2 mL) at 0° C. was added 2.6M Jones reagent (0.122 mL, 0.32 mmol). The reaction was stirred at room temperature for 10 min and was then quenched with isopropanol. The mixture was diluted with water and extracted three times with methylene chloride. The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography eluting with 20% ethyl acetate in hexanes to afford the title compound (0.033 g).

来源