تفاعل #72967

معادلة التفاعل

ethyl 4-hydroxy-4-(nitromethyl)piperidine-1-carboxylate

→

ethyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe mixture was filtered through CELITE
2. 2
   ترشيحfilter agent
3. 3
   تركيزthe filtrate was concentrated
4. 4
   أخرىthe crude material was subjected to the reaction conditions again with fresh 20% palladium hydroxide on carbon (0.50 g) for another 24 h
5. 5
   ترشيحThe mixture was filtered through CELITE
6. 6
   ترشيحfilter agent
7. 7
   تركيزthe filtrate was concentrated

الإجراء التجريبي

A mixture of ethyl 4-hydroxy-4-(nitromethyl)piperidine-1-carboxylate (5.2 g, 22.4 mmol) and 20% palladium hydroxide on carbon (0.50 g) in ethanol (190 mL) was hydrogenated at 35 psi (2.4×105 Pa) on a Parr apparatus for 5 h. The mixture was filtered through CELITE filter agent and the filtrate was concentrated. By 1H NMR analysis, the reaction was incomplete and the crude material was subjected to the reaction conditions again with fresh 20% palladium hydroxide on carbon (0.50 g) for another 24 h. The mixture was filtered through CELITE filter agent and the filtrate was concentrated to provide ethyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate, which was concentrated from chloroform to remove residual ethanol before using in the next reaction.

المصدر