反应详情

A mixture of 4-(4-nitrobenzyl)pyridine (12.85 g, 60 mmol), platinum(IV) oxide (1.0 g), 12N hydrochloric acid (5 ml, 60 mmol), water (5 ml) in ethanol (200 ml) was hydrogenated at 40 psi in a Parr apparatus for 12 hours. The reaction mixture was concentrated in vacuo, and the residue was diluted with cold water and basified with 10% sodium hydroxide solution. The resulting mixture was extracted into ethyl acetate. The combined organic extracts were washed with water and brine, dried (Na2SO4), and concentrated in vacuo. The residue on crystallization from ethyl acetate/hexanes gave 4-(piperidin-4-ylmethyl)-phenylamine (9.85 g, 86%) as a white crystalline solid, m.p. 110–113° C.

1. concentrationThe reaction mixture was concentrated in vacuo
2. additionthe residue was diluted with cold water and basified with 10% sodium hydroxide solution
3. extractionThe resulting mixture was extracted into ethyl acetate
4. washThe combined organic extracts were washed with water and brine
5. dry with materialdried (Na2SO4)
6. concentrationconcentrated in vacuo
7. customThe residue on crystallization from ethyl acetate/hexanes