Hydrochloric Acid → HCID 67045216, compound

Participants

Reaction Steps

A solution of 4-[4-(5-dimethylamino-1-oxo-1,3-dihydro-isoindol-2-yl)-phenyl]-butyric acid ethyl ester (0.13 g, 0.35 mmol) obtained in Example 33 in ethanol (15 ml) was added with 0.5 M NaOH aq. (3.3 ml), and the mixture was stirred at room temperature for 10 hours. The reaction solution was made acidic by adding 10% hydrochloric acid, and then extracted with chloroform. The chloroform layer was washed with saturated brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (chloroform:methanol=20:1) and recrystallization (ethanol) to obtain 4-[4-(5-dimethylamino-1-oxo-1,3-dihydro-isoindol-2-yl)-phenyl]-butyric acid (Compound 16) as a pale brown powdery substance (79.4 mg, yield: 66.7%).

Provenance & Evidence