Water → HCID 20483868, compound

Participants

Reaction Steps

A solution of the resulting nitrile (1.5 g., 0.005 moles) in ethylene glycol (20 ml.) containing water (1.6 ml.) and potassium hydroxide (1.65 g.) is heated in an oil bath at 110°-120°, in a nitrogen atmosphere, for 2.5 hours. The solution is cooled to room temperature, it is poured into water (60 ml.) and extracted with ether (2×30 ml.). The aqueous alkaline phase is cooled to 5° C. and made acidic to pH-4. The product is extracted into ethyl acetate (3×100 ml.), the extract is washed with water, dried, and evaporated in vacuo. The residue is crystallized from dichloromethane-methanol to give 3-p-methylthiobenzoyl-5,6,7,8-tetrahydropyrrolo[1,2-a]pyridine-8-carboxylic acid, m.p. 174°-175°.

Provenance & Evidence