Reaktion #4748

Reaktionsgleichung

benzyltrimethylammonium hydroxide

3-[(3-methylpyrrolidin-1-yl) methyl]phenol

LiAlH4

→

3-[3-[(3-Methylpyrrolidin-1-yl)-methyl]phenoxy]propanamine

Lösungsmittel

acrylonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe excess acrylonitrile is evaporated off under vacuum
2. 2
   Waschenwashed with 5% NaOH
3. 3
   Sonstige14.9 g (40% of theoretical) of a pale yellow oil is obtained in a sufficiently pure form for subsequent reactions

Vorschrift

28.7 g (0.15 mol) of 3-[(3-methylpyrrolidin-1-yl) methyl]phenol are heated under reflux together with 100 ml of acrylonitrile and 1.5 ml of 40% methanolic benzyltrimethylammonium hydroxide solution for 18 hours. The excess acrylonitrile is evaporated off under vacuum and the residue is taken up with ether, washed with 5% NaOH and reduced to the amine by reaction with 7.6 g (0.2 mol) of LiAlH4 in a manner analogous to Example 64 b. 14.9 g (40% of theoretical) of a pale yellow oil is obtained in a sufficiently pure form for subsequent reactions.

Quelle