反应详情

To a solution of 41.0 g (0.215 mol) of 4-amino-1-(phenylmethyl)-piperidine and 45.0 g (0.215 mol) of 4-(methoxycarbonyl)-2-nitrobenzaldehyde in 1 l methanol were added in batches, at room temperature, 8.3 g (0.22 mol) of sodium borohydride and the mixture was then stirred for 30 minutes at the same temperature. The mixture was stirred into 1 l of ice water and thoroughly extracted with tert. butyl-methylether. The combined extracts were dried over sodium sulphate and evaporated down in vacuo, the residue was dissolved in as little methanol as possible and converted into the hydrochloride by treatment with methanolic hydrogen chloride solution. The crystalline salt was suction filtered, washed with methanol and diethylether, then taken up in water and made alkaline with saturated aqueous potassium carbonate solution. The mixture obtained was extracted thoroughly with ethyl acetate, the combined ethyl acetate extracts were dried over sodium sulphate and evaporated down. 58.2 g (70.6% of theory) of a brownish-yellow oil were obtained, which was further processed without any more purification.

1. extractionthoroughly extracted with tert. butyl-methylether
2. dry with materialThe combined extracts were dried over sodium sulphate
3. customevaporated down in vacuo
4. dissolutionthe residue was dissolved in as little methanol as possible and
5. filtrationfiltered
6. washwashed with methanol and diethylether
7. customThe mixture obtained
8. extractionwas extracted thoroughly with ethyl acetate
9. dry with materialthe combined ethyl acetate extracts were dried over sodium sulphate
10. customevaporated down
11. custom58.2 g (70.6% of theory) of a brownish-yellow oil were obtained
12. customwhich was further processed without any more purification