Formaldehyde → 6-(4-Phenethylbenzoyl)-2-(1-pyrrolidinylmethyl)-4,5,6,7-tetrahydrofuro[2,3-c]pyridine

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Reaction Conditions

Reaction Steps

To a solution of 1.078 g (3.253 mmol) of the above 6-(4-phenethylbenzoyl)-4,5,6,7-tetrahydrofuro[2,3-c]pyridine in 10 ml of acetic acid, 0.41 ml (4.88 mmol) of pyrrolidine and 0.40 g (4.88 mmol) of 37% aqueous formaldehyde were added, followed by stirring at 100° C. for 1 hour. After the solvent was distilled off under reduced pressure, the residual solution was alkalified with aqueous sodium hydroxide and extracted with ethyl acetate 3 times. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (ethyl-acetate to ethyl acetate/methanol=4/1) to yield the desired product.

Provenance & Evidence