반응 #41836

반응 방정식

NaOH

tert-butyl piperazine-1-carboxylate

[(1-ethoxycyclopropyl)oxy]trimethylsilane

NaBH3CN

→

title compound

tert-Butyl 4-cyclopropylpiperazine-1-carboxylate

용매

acetic acid

methanol

THF

water

반응 조건

후처리

1. 1
   온도The mixture was cooled to room temperature
2. 2
   workup.STIRRINGwas further stirred for 15 min
3. 3
   농축The mixture was concentrated
4. 4
   추출the remaining aqueous solution was extracted with CH2Cl2 (500 mL)
5. 5
   세척The organic layer was washed with 1 N NaOH (500 mL)
6. 6
   추출The combined aqueous layers were extracted with CH2Cl2 (150 mL)
7. 7
   세척The combined organic layers were washed with brine (400 mL)
8. 8
   건조dried (Na2SO4)
9. 9
   농축concentrated

실험 절차

A mixture of tert-butyl piperazine-1-carboxylate (75.0 g), THF (500 mL), methanol (500 mL), [(1-ethoxycyclopropyl)oxy]trimethylsilane (161 mL), NaBH3CN (38.0 g), and acetic acid (37 mL) was heated at 60° C. for 5 h. The mixture was cooled to room temperature, treated with water (30 mL) and stirred for 5 min. The mixture was then treated with 1 N NaOH (130 mL) and was further stirred for 15 min. The mixture was concentrated, and the remaining aqueous solution was extracted with CH2Cl2 (500 mL). The organic layer was washed with 1 N NaOH (500 mL). The combined aqueous layers were extracted with CH2Cl2 (150 mL). The combined organic layers were washed with brine (400 mL), dried (Na2SO4), and concentrated to yield the title compound as a white solid.

출처