Hydrochloric Acid → 1-Methyl-1,2,3,6-tetrahydropyridin-1-ium-5-carboxylic acid;chloride

Participants

Reaction Conditions

Reaction Steps

In a 250 ml flask equipped with a magnetic stirrer and a condenser, arecoline hydrochloride (4 g; 20.9 mmol) is added to a solution of 50 ml of 95% ethanol and 60 ml of concentrated HCl. The mixture is heated at 100° C. for 12 hours then at reflux for 6 hours. The solvents are evaporated off under reduced pressure leaving a solid residue. The residue is recrystallized from a 95% ethanol/ether mixture in order to produce 1.69 g of product (Yield=46%) in the form of white crystals.

Provenance & Evidence