Reacción #359739

ord-6f8c09e36221499a9402e63f834e28db

Ecuación de reacción

BrCC1CC1
bromomethyl cyclopropane
Cl.O.O=C1CCNCC1
4-piperidone hydrate hydrochloride
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
O=C1CCN(CC2CC2)CC1
title compound
Rendimiento 55.3%
O=C1CCN(CC2CC2)CC1
1-Cyclopropylmethyl-piperidin-4-one
Rendimiento 55.3%

Disolventes

Condiciones de reacción

Temperatura
85°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe resulting suspension was filtered
  2. 2
    Lavadothe solid was washed with acetonitrile
  3. 3
    ConcentraciónThe filtrate was concentrated in vacuo
  4. 4
    Otropurified by column chromatography on silica eluting with DCM/2N NH3 in methanol 97:3

Procedimiento

To a suspension of bromomethyl cyclopropane (4 mmol) and 4-piperidone hydrate hydrochloride (4 mmol) in acetonitrile (30 mL) was added sodium carbonate (11 mmol). The reaction mixture was stirred 16 h at 85° C. The resulting suspension was filtered and the solid was washed with acetonitrile. The filtrate was concentrated in vacuo and purified by column chromatography on silica eluting with DCM/2N NH3 in methanol 97:3 to yield 339 mg of the title compound as yellow oil. MS (m/e): 154.2 (MH+, 100%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07456174B2uspto-grants-2008_11