Реакция #8850

Уравнение реакции

tert-butyl 2-(methoxycarbonyl)-1-oxo-8-azaspiro[4.5]decane-8-carboxate

tert-Butyl 2-(methoxycarbonyl)-1-oxo-8-azaspiro[4.5]decane-8-carboxylate

hydrazine

→

title compound

Выход 61.4%

1′-(tert-Butoxycarbonyl)-3-oxo-2,3,4,5-tetrahydrospiro[cyclopentapyrazole-6(1H),4′-piperidine]

Выход 61.4%

Растворители

toluene

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture was refluxed for 12 h
2. 2
   Концентрированиеconcentrated
3. 3
   Другоеthe residue was purified by flash chromatography
4. 4
   Промывкаeluting with 5% MeOH/dichloromethane and 0.1% triethylamine

Методика

To a solution of tert-butyl 2-(methoxycarbonyl)-1-oxo-8-azaspiro[4.5]decane-8-carboxate from Procedure 1, Step F (0.448 g, 1.46 mmol) in toluene (15 mL) was added hydrazine (0.084 mL, 1.72 mmol). The reaction mixture was refluxed for 12 h, concentrated and the residue was purified by flash chromatography eluting with 5% MeOH/dichloromethane and 0.1% triethylamine to give the title compound (0.263 g). MS/EI (acetonitrile/water): m/z 294.3 retention time=2.0 min.

Источник