反应 #1690

反应方程式

2-methoxycarbonyl-(1RS,4aSR,8aSR)-perhydoisoquinoline-1-carboxylic acid t-butyl ester

sodium ethoxide

→

title compound

收率 95.2%

2-Methoxycarbonyl-(1RS,4aRS,8aRS)-perhydoisoquinoline-1-carboxylic acid ethyl ester

收率 95.2%

溶剂

EtOH

反应条件

后处理

1. 1
   温度the reaction mixture was refluxed (24 h)
2. 2
   其他The organic solvent was evaporated in vacuo, ethyl acetate (400 mL) and water (100 mL)
3. 3
   workup.ADDITIONwas added to the residue
4. 4
   其他The organic layer was separated
5. 5
   洗涤washed twice with water
6. 6
   干燥dried (MgSO4)
7. 7
   过滤filtered
8. 8
   浓缩the filtrate was concentrated in vacuo

实验过程

To a solution of 2-methoxycarbonyl-(1RS,4aSR,8aSR)-perhydoisoquinoline-1-carboxylic acid t-butyl ester (81.2 g, 273 mmol) in EtOH (500 mL) was added sodium ethoxide (21% in ethanol) (88.4 mL, 273 mmol) and the reaction mixture was refluxed (24 h). The organic solvent was evaporated in vacuo, ethyl acetate (400 mL) and water (100 mL) was added to the residue. The organic layer was separated, washed twice with water, dried (MgSO4), filtered, and the filtrate was concentrated in vacuo to afford an oil of pure title compound (70 g,0.95%); FAB-MS 270 (MH+); TLC Rf (A) 0.61.

来源