Reaktion #9969

ord-48980c3bc29d442994e424cd77e71dc8

Reaktionsgleichung

NC1CCN2CCCC2C1
(±)-7-Amino-1,2,3,5,6,7,8,8a-octahydroindolizine
O=Cc1ccncc1
4-formylpyridine
O=S(=O)([O-])[O-].[Mg+2]
magnesium sulfate
C(=NC1CCN2CCCC2C1)c1ccncc1
title compound
Ausbeute 100.7%
C(=NC1CCN2CCCC2C1)c1ccncc1
(±)-7-(Pyridin-4-yl)methyleneamino-1,2,3,5,6,7,8,8a-octahydroindolizine
Ausbeute 100.7%

Lösungsmittel

Reaktionsbedingungen

Temperatur
70°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationAt the end of this time, the reaction mixture was filtered
  2. 2
    Sonstigeto remove the catalyst
  3. 3
    Einengenthe filtrate was concentrated by evaporation under reduced pressure

Vorschrift

(±)-7-Amino-1,2,3,5,6,7,8,8a-octahydroindolizine (4.91 g (35.0 mmol), prepared as described in 1)) was dissolved in toluene (95 ml). To the solution were added 4-formylpyridine (3.34 ml, 35.0 mmol) and anhydrous magnesium sulfate (3.75 g, 31.2 mmol), and the resulting mixture was stirred at 70° C. for 3 hours. At the end of this time, the reaction mixture was filtered to remove the catalyst and the filtrate was concentrated by evaporation under reduced pressure, to give the title compound (8.08 g) as a pale yellow oil (yield quantitative).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091352B2uspto-grants-2006_08