反应详情

4-[2-(2,3-dimethoxyphenyl)-1-hydroxyethyl]pyridine (20.0 g, 0.077 mol) in acetic acid (170 ml) over 1.5 g of PtO2 was hydrogenated for 45 minutes on a Parr shaker. The reaction was filtered through Celite and filtrate combined with another run of 21.0 g (0.08 mol). The combined filtrates were concentrated in vacuo and the resulting oil was diluted with water. The aqueous solution was made basic with 50% aqueous NaOH, and the basic mixture extracted with EtOAc. The organic extract was washed with water, dried (magnesium sulfate) and then concentrated to afford 34.3 g of an oil that solidified upon standing. The solid was removed and recrystallized twice from isopropyl ether at 5° C. to afford the piperidine as a white solid, mp 82-84° C.

1. filtrationThe reaction was filtered through Celite and filtrate
2. concentrationThe combined filtrates were concentrated in vacuo
3. additionthe resulting oil was diluted with water
4. extractionthe basic mixture extracted with EtOAc
5. extractionThe organic extract
6. washwas washed with water
7. dry with materialdried (magnesium sulfate)
8. concentrationconcentrated