Sodium Hydroxide → tert-Butyl 4-cyclopropylpiperazine-1-carboxylate

Temperatur

60 °C

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.

1. temperatureThe mixture was cooled to room temperature
2. stirringwas further stirred for 15 min
3. concentrationThe mixture was concentrated
4. extractionthe remaining aqueous solution was extracted with CH2Cl2 (500 mL)
5. washThe organic layer was washed with 1 N NaOH (500 mL)
6. extractionThe combined aqueous layers were extracted with CH2Cl2 (150 mL)
7. washThe combined organic layers were washed with brine (400 mL)
8. dry with materialdried (Na2SO4)
9. concentrationconcentrated

ORD-Eintrag

ord-db7dbad0b7b94f2588869652ef25d01f

Quelldatensatz

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07728129B2