反应详情

1-tert-Butyloxycarbonyl-4-[(4-nitrophenyloxy)methyl]piperidine (1.9 g) was dissolved in ethanol (40 ml) and to the mixture was added conc. hydrochloric acid (0.5 ml). By using 10% palladium/carbon as a catalyst, catalytic reduction was conducted at normal pressure and room temperature overnight. After completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The concentrate was diluted with methylene chloride and washed with aqueous saturated solution of sodium bicarbonate. The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1 (v/v)) to obtain 1-tert-butyloxycarbonyl-4-[(4-aminophenyloxy)methyl]piperidine (1.0 g) as white crystals, m.p. 100°-101° C.

1. customwas conducted at normal pressure and room temperature overnight
2. customAfter completion of the reaction
3. customthe catalyst was removed by filtration
4. concentrationthe filtrate was concentrated under reduced pressure
5. additionThe concentrate was diluted with methylene chloride
6. washwashed with aqueous saturated solution of sodium bicarbonate
7. dry with materialThe organic layer was dried over sodium sulfate
8. concentrationconcentrated under reduced pressure
9. customThe residue thus obtained
10. customwas purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1 (v/v))