Hydrochloric Acid → HCID 67314829, compound

Temperature

0 °C

In a 50 ml recovery flask, 430 mg (0.867 mmol, 1.0 equivalent) of {(4-dipropylaminobutyl)-[4-(4-methoxybenzylidene)aminomethylbenzyl]}amino}ethyl acetate (30) was dissolved in 4.3 ml of ethanol. The solution was cooled to 0° C. After the dropwise addition of 4.3 ml of 2N hydrochloric acid over about five minutes, the mixture was stirred at 5° C. or less for 22 hours. The mixture was added with 4.3 ml of 2N hydrochloric acid at 0° C., stirred for three hours, and 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, and the mixture was subjected to phase separation. The mixture was then extracted three times with 25 ml of chloroform. The extract was dried over anhydrous sodium sulfate, filtered, and concentrated, thereby obtaining 319 mg of [(4-aminomethylbenzyl)-(4-dipropylaminobutyl)amino]ethyl acetate (14) as a slightly yellow oily substance (yield: 98%). [HPLC: 95.9% (HPLC measurement conditions A)]

1. stirringstirred for three hours
2. extractionextracted five times with 25 ml of chloroform
3. additionThe aqueous layer was slowly added with 50 ml of chloroform and 40 ml of a 3N sodium hydroxide aqueous solution
4. customthe mixture was subjected to phase separation
5. extractionThe mixture was then extracted three times with 25 ml of chloroform
6. dry with materialThe extract was dried over anhydrous sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated

ORD record

ord-80f9bd6e14fd45159585944a2e2b667a

Source dataset

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07977512B2