반응 #43314

반응 방정식

Cyclopentanone

methanol

4-benzyloxy-1-{4-[(3S)-3-pyrrolidinyloxy]phenyl}-1H-pyridin-2-one

→

title compound

수율 53.0%

4-benzyloxy-1-(4-{[(3S)-1-cyclopentyl-3-pyrrolidinyl]-oxy}phenyl)-1H-pyridin-2-one

수율 53.0%

용매

Ethyl acetate

반응 조건

후처리

1. 1
   workup.WAITsired at room temperature for an hour
2. 2
   세척was then washed with saturated aqueous sodium bicarbonate solution and saturated brine
3. 3
   건조dried over anhydrous potassium carbonate
4. 4
   농축The solvent was concentrated under reduced pressure
5. 5
   기타the resulting residue was purified on silica gel chromatography (C-300; methanol:chloroform=1:10)

실험 절차

Cyclopentanone (0.017 mL, 0.186 mmol) and a 0.3 mol Zn[B(CN)H3]2 methanol solution (0.4 mL, 0.12 mmol, prepared from ZnCl2 and NaB(CN)H3) were added to a methanol solution (1 mL) of 4-benzyloxy-1-{4-[(3S)-3-pyrrolidinyloxy]phenyl}-1H-pyridin-2-one (45 mg, 0.124 mmol) and sired at room temperature for an hour. Ethyl acetate was added to the reaction liquid, which was then washed with saturated aqueous sodium bicarbonate solution and saturated brine, and dried over anhydrous potassium carbonate. The solvent was concentrated under reduced pressure and the resulting residue was purified on silica gel chromatography (C-300; methanol:chloroform=1:10) to provide the title compound (28.2 mg, 53%).

출처