Hydrochloric Acid → HCID 20280494, compound

Participants

Reaction Steps

To a solution of 2.64 g. (11.7 mmol.) of stannous chloride in 2.4 ml. of concentrated hydrochloric acid and 1.75 ml. of p-dioxane at 50° was added 1.2 g. (3.54 mmol.) of 2-(4-chloro-5,6,7,8-tetrahydro-1-naphthoxy)-3-chloro-5-nitropyridine. The resulting mixture was heated up to reflux for 0.5 hours, cooled, and poured into sodium hydroxide (pH 14) in cracked ice. This mixture was extracted twice with 150 ml. of methylene chloride. The combined organic layer was washed with water and brine. It was then dried (Na2SO4) and concentrated to give 1.0 g. (3.23 mmole) of light purple solid; mp. 129.8°-132.3°

Provenance & Evidence