Hydrochloric Acid → HCID 19963320, compound

Participants

Reaction Steps

A suspension of 2-iodo-5-(4-pyridylhydroxymethyl)thiophene (0.65 g, 2.05 mmol) and tin(II) chloride dihydrate (1.01 g, 4.51 mmol) in acetic acid (5 mL) was treated with HCl gas for 10 rain and stirred for 2 hours at ambient temperature. The reaction mixture was poured into H2O, neutralized with 10% aqueous NaOH, and extracted twice with ethyl acetate. The combined organic layers were washed with H2O, dried over MgSO4, filtered, and concentrated in vacuo. Chromatography on silica gel provided 2-iodo-5-(4-pyridylmethyl)thiophene (0.22 g, 36% yield) as a white solid.

Provenance & Evidence