반응 #58451

반응 방정식

2-bromoacetophenone

2-Carboxymethyl-piperidine-1-carboxylic acid tert butyl ester

sodium carbonate

→

title compound

수율 74.2%

(RS)-2-(2-Oxo-2-phenyl-ethoxycarbonylmethyl)-piperidine-1-carboxylic acid tert butyl ester

수율 74.2%

용매

ethanol

water

반응 조건

후처리

1. 1
   workup.WAITstood for 16 h
2. 2
   workup.WAITThe mixture was again boiled for 2 h.
3. 3
   기타solvent removed at reduced pressure
4. 4
   기타the residue partitioned between water and ethyl acetate
5. 5
   건조The organic phase was dried (MgSO4) and solvent
6. 6
   기타removed at reduced pressure
7. 7
   기타chromatographed (silica gel, 1:1 ethyl acetate:pentane)

실험 절차

2-Carboxymethyl-piperidine-1-carboxylic acid tert butyl ester (2.86 g) and sodium carbonate (0.62 g) were dissolved in water (30 ml) using gentle warming. A solution of 2-bromoacetophenone (2.33 g) in ethanol (60 ml) was then added and the mixture boiled for 2 h. the mixture was cooled to room temperature and stood for 16 h. The mixture was again boiled for 2 h. solvent removed at reduced pressure and the residue partitioned between water and ethyl acetate. The organic phase was dried (MgSO4) and solvent removed at reduced pressure. The residue was column chromatographed (silica gel, 1:1 ethyl acetate:pentane) to give the title compound (3.14 g).

출처