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Abstract
Diselenides were easily prepared in high yields by the alkylation of sodium diselenide on halides in water under phase-transfer conditions.
Notes
A typical procedure for the preparation of diselenides: To the mixture of selenium (4. 0 g, 50mmol) and sodium hydroxide (2. 0g, 100mmol) in water (30ml), 85% hydrazine hydrate (1. 0ml, 17mmol) was added under nitrogen. Heating it to 70°C and stirring the mixture for 3h until all the selenium powder was consumed. Then 0. 3g TBAB and alkyl halide (50mmol) were added. After the heavy oil seperated the reaction mixture was allowed to cool down to room temperature. The organic layer was seperated and the aquaous layer was extracted with petroleum ether (2X 10ml). The combined organic layer was washed with water (2 × 20ml) followed with brine (2 × 20ml) and dried over anhydrous magnesium sulfate. After evaporation of the solvent the residue was recrystallized from cyclohexane (2a), or distilled (2b—2e), or purified by column chromatography on silica gel (2f) to afford pure products.