Hydrochloric Acid → HCID 67314829, compound

Temperature

0 °C

In a 50 ml recovery flask, 326.4 mg (0.639 mmol, 1.0 equivalent) of {(4-dipropylaminobutyl)-[4-(3-nitrobenzylidene)aminomethylbenzyl]amino}ethyl acetate (34) was dissolved in 3.3 ml of ethanol. The solution was cooled to 0° C. After the dropwise addition of 3.3 ml of a 2N hydrochloric acid aqueous solution over about five minutes, the mixture was reacted at 0° C. for three hours. After the addition of 3.3 ml of a 2N hydrochloric acid aqueous solution, the mixture was allowed to stand at 5° C. for 12 hours. The mixture was extracted five times with 25 ml of chloroform. The aqueous layer was added with 50 ml of chloroform and 40 ml of a 3N sodium hydroxide aqueous solution to make the mixture basic. The mixture was then subjected to phase separation and extracted three times with 25 ml of chloroform. The extract was dried over anhydrous sodium sulfate, filtered, and concentrated, thereby obtaining 2.09 g of [(4-aminomethylbenzyl)-(4-dipropylaminobutyl)amino]ethyl acetate (14) as a slightly yellow oily substance (yield: 79%). [HPLC: 96.0% (HPLC measurement conditions A)]

1. customthe mixture was reacted at 0° C. for three hours
2. extractionThe mixture was extracted five times with 25 ml of chloroform
3. additionThe aqueous layer was added with 50 ml of chloroform and 40 ml of a 3N sodium hydroxide aqueous solution
4. customThe mixture was then subjected to phase separation
5. extractionextracted 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-d073d2e21c944e36bd797e85f89f2ce0

Source dataset

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07977512B2