Reaktion #4745

Reaktionsgleichung

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

sodium hydride

Na2SO4

LiAlH4

→

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

Lösungsmittel

DMF

ether

H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe reaction mixture is stirred for 7 hours at 60° C.
2. 2
   Extraktionextracted with ether
3. 3
   Waschenthe organic phase is washed with 5% NaOH
4. 4
   FiltrationAfter filtration and removal of solvent
5. 5
   Sonstigeby evaporation under vacuum, 2.96 g of a pale yellow oil
6. 6
   workup.WAITare left behind

Vorschrift

5.13 g (0.025 mol) of 3-[(3-Methylpiperidin-1-yl) methyl]phenol are introduced into a suspension of 1.0 g (0.025 mol) of sodium hydride (60%) in absolute DMF and stirred overnight at room temperature. After the addition of 2.23 g (0.025 mol) of 3-chloropropionic acid nitrile, the reaction mixture is stirred for 7 hours at 60° C. and then poured into ice water and extracted with ether, and the organic phase is washed with 5% NaOH. After dehydration over Na2SO4, the ethereal phase is introduced dropwise into a suspension of 1.14 g (0.03 mol) of LiAlH4 in absolute ether and then hydrolysed with 2.2 ml of H2O. After filtration and removal of solvent by evaporation under vacuum, 2.96 g of a pale yellow oil are left behind.

Quelle