Synthesis of (±)-otobain
Abstract
5-Bromo-1-(2-bromo-4,5-methylenedioxyphenyl)-7,8-methylenedioxynaphthalene-2,3-dicarboxylic acid anhydride, previously obtained from piperonal in three steps, was converted to (±)-otobain by consecutive treatment with sodium amalgam, lithium aluminium hydride, toluene-p-sulphonyl chloride, and lithium aluminium hydride.