Hydrochloric Acid → (E)-N,N-diethyl-1,4-diaminobut-2-ene dihydrochloride

(E)-1-Phthalimido-4-bromobut-2-ene (4.2 g, 15 mmol), diethylamine (1.1 g, 15 mmol) and KF supported on Celite (7.5 g) were stirred together in acetonitrile (75 ml) at 40° C. for 18 h. The solution was filtered, and the filtrate was concentrated in vacuo to afford an oil, which was dissolved in glacial acetic acid (30 ml) and conc. HCl (30 ml). The mixture was heated at reflux for 30 h. The solution was cooled, filtered and the solvents were removed in vacuo to afford (E)-N,N-diethyl-1,4-diaminobut-2-ene dihydrochloride as an oil (1.32 g, 41%). δH (90 MHz, D2O) 1.19 (6H, m) 3.24 (4H, q), 4.05 (4H, m) and 5.96 (2H, m).

1. filtrationThe solution was filtered
2. concentrationthe filtrate was concentrated in vacuo
3. customto afford an oil, which
4. temperatureThe mixture was heated
5. temperatureat reflux for 30 h
6. temperatureThe solution was cooled
7. filtrationfiltered
8. customthe solvents were removed in vacuo

ORD record

ord-7f19bd30dab849c0b8e40129287258e8

Source dataset

uspto-grants-1997_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05599847