반응 #164224

반응 방정식

(R)-quinuclidin-3-yl 2-(benzylamino)-2-phenylacetate

2-bromo-1-(thiophen-3-yl)ethanone

→

title compound

수율 14.6%

(R)-3-(2-benzylamino-2-phenyl-acetoxy)-1-(2-oxo-2-thiophen-3-yl-ethyl)-1-azonia-bicyclo[2.2.2]octane bromide

수율 14.6%

용매

ethyl acetate

acetonitrile

반응 조건

후처리

1. 1
   여과The insoluble precipitate is filtered on a buckner funnel
2. 2
   세척washed with acetonitrile
3. 3
   기타The clear solution is evaporated
4. 4
   기타purified by flash chromatography (DCM/EtOH=9/1)

실험 절차

To a solution of (R)-quinuclidin-3-yl 2-(benzylamino)-2-phenylacetate (C80) (116 mg, 0.33 mmol) in ethyl acetate (3.31 mL) and acetonitrile (3.31 mL), is added 2-bromo-1-(thiophen-3-yl)ethanone (66.5 mg, 0.32 mmol). The mixture is stirred at RT overnight. The insoluble precipitate is filtered on a buckner funnel and washed with acetonitrile. The clear solution is evaporated and purified by flash chromatography (DCM/EtOH=9/1) to obtain the title compound as a white solid (26 mg, 14% yield, bromide salt, mixture of diastereoisomers).

출처