1,2,3,4-Tetrahydro-1-naphthylamine → HCID 67871619, compound

Participants

Reaction Steps

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.

Provenance & Evidence