2-[N-Methyl-N-(2-cyano-ethyl)-amino]-7-methoxy-1,2,3,4-tetrahydronaphthalene → 1-Amino-3-[N-methyl-N-(7-methoxy-1,2,3,4-tetrahydronaphth-2-yl)-amino]-propane

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Reaction Steps

First, 2-[N-methyl-N-(2-cyano-ethyl)-amino]-7-methoxy-1,2,3,4-tetrahydronaphthalene (6.7 g, 0.0274 mol) is dissolved in methanol (80 ml) saturated with ammonia at 20° C., then Raney nickel (0.8 g) is added and the mixture is hydrogenated at 50° C. under hydrogen pressure (5 bar) for 3 hours. The catalyst is filtered off and the filtrate is evaporated by rotary evaporation. Yield: 5.4 g. Rf value: 0.25 (alumina, eluant: 95 parts by volume of methylene chloride+5 parts by volume of ethanol).

Provenance & Evidence