Methanol → 3-p-Fluorobenzoyl-5,6,7,8-tetrahydropyrrolo[1,2-a]pyridine-8-carboxylic acid

Beteiligte Stoffe

Reaktionsschritte

A solution of 180 mg. of isopropyl 3-p-fluorobenzoyl-5,6,7,8-tetrahydropyrrolo[1,2-a]pyridine-8-carboxylate in 5 ml. of methanol is treated with a solution of 200 mg. of potassium carbonate in 1.5 ml. of water. The reaction mixture is refluxed under a nitrogen atmosphere for 24 hours, cooled, and evaporated to dryness. The residue is taken up in water and the resultant mixture extracted with ethyl acetate to remove the neutral impurities. The aqueous phase is made acidic with concentrated hydrochloric acid and the product is extracted with ethyl acetate. The extract is washed with sodium chloride, dried over sodium sulfate and evaporated to dryness under reduced pressure. Crystallization of the residue from acetone hexane affords 3-p-fluorobenzoyl-5,6,7,8-tetrahydropyrrolo[1,2-a]pyridine-8-carboxylic acid (XIa, R=H, L=p-F, n=1), m.p. 164° C.

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