Reaktion #359739

ord-6f8c09e36221499a9402e63f834e28db

Reaktionsgleichung

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
Ausbeute 55.3%
O=C1CCN(CC2CC2)CC1
1-Cyclopropylmethyl-piperidin-4-one
Ausbeute 55.3%

Lösungsmittel

Reaktionsbedingungen

Temperatur
85°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe resulting suspension was filtered
  2. 2
    Waschenthe solid was washed with acetonitrile
  3. 3
    EinengenThe filtrate was concentrated in vacuo
  4. 4
    Sonstigepurified by column chromatography on silica eluting with DCM/2N NH3 in methanol 97:3

Vorschrift

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%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07456174B2uspto-grants-2008_11