Iodine → 3-(3-Iodo-2-propynyloxy)-6-methylpyridine

Participants

Reaction Steps

A solution of 160 g (1.10 moles) 6-methyl-3-(2-propynyloxy)pyridine and 2000 ml methanol was cooled to 0° C. and 750 g 25% sodium hydroxide solution was slowly added. Iodine (362 g, 1.4 moles) was added portionwise and the resulting suspension stirred at 0°-10° C. for an additional 30 min. The reaction mixture was then poured into 4000 ml water and the solids filtered to give 250 g 3-(3-iodo-2-propynyloxy)-6-methylpyridine. Yield=90% Recrystallization from methanol gave analytically pure material, mp 155°-157° C.

Provenance & Evidence