Triethylamine → HCID 19595279, compound

Participants

Reaction Steps

Triethylamine (10.9 ml) was added to a solution of 1,2-dibromomethyl-4-[[tri(1-methylethyl)silyl]oxy]benzene (17 g) and 2-hydrazinopyridine (4.3 g) in dimethylformamide (300 ml), and the reaction mixture was stirred, under nitrogen, at ambient temperature for about 20 mins and then diluted with water and ethyl acetate. The organic layer was separated, washed with water and brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The residue was triturated with ethyl acetate to yield 5.7 g (38%) of product. Recrystallization of the product from ethyl acetate gave the analytical sample mp 95-96° C.

Provenance & Evidence