Reaktion #1743830

Reaktionsgleichung

1-aminotetralin

1-[(trans-6,7-dihydroxy-5,6,7,8-tetrahydronaphth-1-yl)oxy]-2,3-epoxypropane

→

N-(1,2,3,4-tetrahydronaphth-1-yl)-2-hydroxy-3-(trans-6,7-dihydroxy-5,6,7,8-tetrahydronaphth-1-yloxy)propanamine

Ausbeute 48.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeprepared by the method
2. 2
   Sonstigethe solvent is then evaporated off
3. 3
   SonstigeThe residue is chromatographed on a silica gel column
4. 4
   Wascheneluting first with ethyl acetate
5. 5
   SonstigeThe combined fractions are evaporated to dryness

Vorschrift

A mixture of 1-aminotetralin (0.8 g) and 1-[(trans-6,7-dihydroxy-5,6,7,8-tetrahydronaphth-1-yl)oxy]-2,3-epoxypropane (1.3 g), prepared by the method described in J. Med. Chem., 1978, 21, No. 9, 913-922, in absolute ethanol (20 ml) is refluxed for 5 hours and the solvent is then evaporated off. The residue is chromatographed on a silica gel column eluting first with ethyl acetate and then with a mixture ethyl acetate/methanol 7/3 v/v. The combined fractions are evaporated to dryness yielding 1.0 g of N-(1,2,3,4-tetrahydronaphth-1-yl)-2-hydroxy-3-(trans-6,7-dihydroxy-5,6,7,8-tetrahydronaphth-1-yloxy)propanamine as a vitreous solid.

Quelle