Ethylenediamine → 1-(2-Imidazolin-2-YL)-7-methoxy-6-methyl-1,2,3,4-tetrahydronaphthalene

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Reaction Steps

This compound was prepared in a manner analogous to that of Step G of Example 1, by the reaction of 0.1 gram (0.0005 mole) of 7-methoxy-6-methyl-1,2,3,4-tetrahydronaphthalenecarbonitrile (iv) and 1.2 grams (0.0048 mole) of the ethylenediamine salt of p-toluenesulfonic acid (prepared in Step F of Example 1). The reaction product was purified by column chromatography on silica gel using mixtures of methylene chloride and methanol as an eluant. The appropriate fractions of eluate were combined and concentrated under reduced pressure, yielding 0.07 gram of subject compound. The NMR spectrum was consistent with the proposed structure.

Provenance & Evidence