Hydrochloric Acid → HCID 67315290, compound

Participants

Reaction Conditions

Reaction Steps

In a 50 ml recovery flask, 517 mg (0.87 mmol, 1.0 equivalent) of {(4-dipropylaminobutyl)-[4-(4-trifluoromethylbenzylidene)aminomethylbenzyl]}amino}benzyl acetate (32) was dissolved in 5.2 ml of ethanol. The solution was cooled to 0° C. After the dropwise addition of 5.2 ml of 2N hydrochloric acid over about five minutes, the mixture was reacted at 0° C. for 5.6 hours. The reaction solution was extracted five times with 25 ml of chloroform. The aqueous layer was slowly added with 50 ml of chloroform and 40 ml of a 3N sodium hydroxide aqueous solution to make the mixture basic. The mixture was subjected to phase separation, and then extracted three times with 25 ml of chloroform. The extract was dried over anhydrous sodium sulfate, filtered, and concentrated, thereby obtaining 272.9 mg of [(4-aminomethylbenzyl)-(4-dipropylaminobutyl)amino]benzyl acetate (39) as a slightly yellow oily substance (yield: 72%). [HPLC: 97% (HPLC measurement conditions B)]

Provenance & Evidence