Imidazole → 6-Bromo-1-(1-imidazolyl)-3,4-dihydronaphthalene

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Reaction Steps

Analogously to Example 1, 2.25 g of 6-bromo-1-tetralone are reacted with 1.36 g of imidazole and 0.873 ml of thionyl chloride, yielding the title compound, which is purified by column chromatography (SiO2, hexane/ethyl acetate 9:1 to 1:1) and crystallisation from hexane/ether; m.p. 58°-64°, 1H-NMR (CDCl3): δ (ppm)=0.43 (m, 2H), 2.9 (m, 2H), 6.12 (t, 2H), 6.63 (d, 1H), 7.02 (d, 1H), 7.18 (d, 1H), 7.28 (dd, 1H), 7.36 (d, 1H), 7.61 (s, 1H).

Provenance & Evidence