반응 #583407

반응 방정식

3-(4-Chloro-benzyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

→

3-(4-Chloro-benzyloxy)-pyrrolidine

수율 70.0%

용매

formic acid

반응 조건

후처리

1. 1
   기타at room temperature
2. 2
   기타overnight
3. 3
   기타The solvents were removed under reduced pressure
4. 4
   workup.ADDITIONthe residue was treated with saturated aqueous potassium carbonate
5. 5
   추출extracted twice with n-butanol
6. 6
   농축The combined organic extracts was concentrated
7. 7
   기타the residue was purified by flash chromatography (SiO2, dichloromethane-methanol-ammonium hydroxide, 8:8:1

실험 절차

A solution of 3-(4-Chloro-benzyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.28 g, 0.9 mmol) in aqueous 90% formic acid (7.5 mL) was stirred at (0° C.) for 30 min. then at room temperature overnight. The solvents were removed under reduced pressure and the residue was treated with saturated aqueous potassium carbonate and extracted twice with n-butanol. The combined organic extracts was concentrated and the residue was purified by flash chromatography (SiO2, dichloromethane-methanol-ammonium hydroxide, 8:8:1 then 50:10:1) to afford the subtitle compound 3-(4-Chloro-benzyloxy)-pyrrolidine (0.13 g, 70%).

출처