Reaktion #334002

Reaktionsgleichung

(2,3-dihydro-1,4-benzodioxin-2-yl)methylamine

benzaldehyde

→

N-benzyl-(2,3-dihydro-1,4-benzodioxin-2-yl)methylamine

Ausbeute 92.5%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe methylene chloride removed via evaporation
2. 2
   Sonstigeis hydrogenated at atmospheric pressure and room temperature in the presence of methanesulphonic acid (2.4 g) and 10% palladium on charcoal (0.4 g)
3. 3
   SonstigeAfter the calculated quantity of hydrogen is consumed (510 ml)
4. 4
   Filtrationthe solution is filtered
5. 5
   Sonstigethe ethanol is removed via evaporation
6. 6
   Extraktionthe resulting solution is extracted with ether
7. 7
   SonstigeEvaporation of the dried ether
8. 8
   Extraktionextract

Vorschrift

A mixture of (2,3-dihydro-1,4-benzodioxin-2-yl)methylamine (4.13 g), benzaldehyde (2.65 g) and methylene chloride (25 ml) is stirred for 3 hours at room temperature and the methylene chloride removed via evaporation. A solution of the residue in ethanol (30 ml) is hydrogenated at atmospheric pressure and room temperature in the presence of methanesulphonic acid (2.4 g) and 10% palladium on charcoal (0.4 g). After the calculated quantity of hydrogen is consumed (510 ml), the solution is filtered, the ethanol is removed via evaporation, the residue is made alkaline with saturated aqueous potassium carbonate, and the resulting solution is extracted with ether. Evaporation of the dried ether extract yields an oily residue of N-benzyl-(2,3-dihydro-1,4-benzodioxin-2-yl)methylamine (5.9 g).

Quelle