반응 #1690

반응 방정식

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

sodium ethoxide

→

title compound

수율 95.2%

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

수율 95.2%

용매

EtOH

반응 조건

후처리

1. 1
   온도the reaction mixture was refluxed (24 h)
2. 2
   기타The organic solvent was evaporated in vacuo, ethyl acetate (400 mL) and water (100 mL)
3. 3
   workup.ADDITIONwas added to the residue
4. 4
   기타The organic layer was separated
5. 5
   세척washed twice with water
6. 6
   건조dried (MgSO4)
7. 7
   여과filtered
8. 8
   농축the filtrate was concentrated in vacuo

실험 절차

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.

출처