反应详情

1-tert-Butyloxycarbonyl-4-hydroxymethylpiperidine (2.8 g) was dissolved in dimethylformamide (10 ml), followed by stirring for 30 minutes. To the mixture was added p-fluoronitrobenzene (2.1 g), followed by stirring at room temperature overnight. Aqueous saturated solution of sodium bicarbonate was added to the mixture which was extracted with methylene chloride (50 ml×3). The combined organic layer was washed with saturated saline and dried over sodium sulfate. The solvent was distilled off under reduced pressure and the residue thus obtained was purified by silica gel column chromatography (developing solvent: hexane/ethylacetate=5/1 (v/v)) to obtain 1-tert-butyloxycarbonyl-4-[(4-nitrophenyloxy)methyl]piperidine (1.9 g) as pale yellow crystals, m.p. 130°-131° C.

1. stirringby stirring at room temperature overnight
2. extractionwas extracted with methylene chloride (50 ml×3)
3. washThe combined organic layer was washed with saturated saline
4. dry with materialdried over sodium sulfate
5. distillationThe solvent was distilled off under reduced pressure
6. customthe residue thus obtained
7. customwas purified by silica gel column chromatography (developing solvent: hexane/ethylacetate=5/1 (v/v))