Hydrochloric Acid → HCID 131717885, compound

Participants

Reaction Steps

A solution of 1.1 g (2.8 mmoles) of 1-(2-(p-nitrophenyl)ethyl)spiro(piperidine-4,6'-(6H)-thieno-[2,3-b]thiopyran)-4'(5'H)-one in 15 mL acetic acid and 20 mL H2O was treated with 15 mL of a solution of 15% TiCl3 in 20% HCl. The dark purple reaction mixture was stirred at room temperature for 45 minutes and poured into 200 mL water. The pH was adjusted to 9 with 2N NaOH and saturated sodium bicarbonate. The aqueous mixture was extracted several times with ethyl acetate. The combined organics were dried over anhydrous MgSO4, filtered and concentrated in vacuo to give 955 mg. A small amount was treated with excess ethanolic HCl and the hydrochloride was crystallized from ethanol to give 55 mg of product, m.p. 240° C.

Provenance & Evidence