反応 #164227

反応方程式

Et2O

(R)-Quinuclidin-3-yl 2-(4-fluorobenzylamino)-2-phenylacetate

2-chloro-1-(thiophen-2-yl)ethanone

→

title compound

収率 68.2%

(R)-3-[2-(4-fluoro-benzylamino)-2-phenyl-acetoxy]-1-(2-oxo-2-thiophen-2-yl-ethyl)-1-azonia-bicyclo[2.2.2]octane chloride

収率 68.2%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   その他The suspension is evaporated
2. 2
   その他the white residue is first purified by flash chromatography (DCM/MeOH=9/1 to 8/2)

実験手順

(R)-Quinuclidin-3-yl 2-(4-fluorobenzylamino)-2-phenylacetate (C78) (85 mg, 0.23 mmol) is dissolved in ethyl acetate (2.31 mL) and 2-chloro-1-(thiophen-2-yl)ethanone (40.8 mg, 0.25 mmol) is added. The solution is stirred at RT overnight. The suspension is evaporated and the white residue is first purified by flash chromatography (DCM/MeOH=9/1 to 8/2) and then by trituration with Et2O to afford the title compound as an off-white powder (83 mg, 68% yield, chloride salt, mixture of diastereoisomers).

出典