Hydrochloric Acid → HCID 70447346, compound

Participants

Reaction Steps

Five g (9.52 mmoles) of L-3,5-diiodothyronine (Sigma Chemical Company, St. Louis, Mo. 63178, Catalog No. D0629) was suspended in 50 ml of methanol (MCB, Norwood, Ohio 45212, Catalog No. MX0488-1). Dry hydrogen chloride was bubbled through the resulting suspension until the methanol was saturated with hydrogen chloride. The mixture warmed as the 3,5-diiodothyronine dissolved, resulting in a yellowish-green solution. The reaction mixture was allowed to stand for 16 hours at ambient temperature in a closed vessel. Dry hydrogen chloride was again passed through the reaction mixture. The reaction mixture was allowed to stand for an additional six hours in a closed vessel. The methanol was allowed to evaporate from the reaction mixture in a fume hood at ambient temperature, leaving 5.2 g (95% yield) of white, crystalline powder, 3,5-diiodothyronine methyl ester hydrochloride.

Provenance & Evidence