Реакция #45061

Уравнение реакции

Sodium cyanoborohydride

cyclobutanone

acetic acid

tert-butyl piperazine-1-carboxylate

→

tert-butyl 4-cyclobutylpiperazine-1-carboxylate

Выход 53.5%

Растворители

THF

Water

Условия реакции

Обработка

1. 1
   ДругоеThe reaction mixture was evaporated to dryness
2. 2
   workup.ADDITIONmixed with water (80 mL) and 1M HCl (25 mL)
3. 3
   ПромывкаThe solution was washed with EtOAc (2×50 mL)
4. 4
   Экстракцияextracted with EtOAc (2×30 mL)
5. 5
   ПромывкаThe organic layer was washed with saturated brine
6. 6
   Сушкаdried over MgSO4
7. 7
   Фильтрацияfiltered
8. 8
   Другоеevaporated

Методика

Water (0.3 mL), cyclobutanone (2.000 g, 28.53 mmol) and acetic acid (3.48 mL, 60.86 mmol) were added to a stirred solution of tert-butyl piperazine-1-carboxylate (3.54 g, 19.02 mmol) in THF (40 mL) under nitrogen. Sodium cyanoborohydride (1.793 g, 28.53 mmol) was added portionwise over a period of 10 mins. The resulting mixture was stirred at 60° C. for 19 h. The reaction mixture was evaporated to dryness and mixed with water (80 mL) and 1M HCl (25 mL). The solution was washed with EtOAc (2×50 mL), basified with K2CO3 and extracted with EtOAc (2×30 mL). The organic layer was washed with saturated brine and dried over MgSO4, filtered and evaporated to afford pure tert-butyl 4-cyclobutylpiperazine-1-carboxylate (2.445 g, 53.5%) as a colourless oil.

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