Hydrochloric Acid → 2-Phenylpropylamine hydrochloride

Temperatur

57 °C

To an autoclave hydrogenation apparatus under nitrogen was charged water-wet 5% palladium on carbon (453 g), ethanol (6.36 L), 2-phenylpropionitrile (636 g, 4.85 moles) and finally concentrated (12M) hydrochloric acid (613 g, 5.6 mole). The mixture was stirred rapidly and pressurized to 89.7-92.7 psi (618.46-639.15 kPa) with hydrogen. The mixture was then heated to 50-64° C. for 3 hours. 1H NMR analysis of an aliquot showed less than 5% starting material. The reaction mixture was depressurized and filtered to afford two lots of filtrate that were concentrated under reduced pressure to ˜400 mL each. To each lot was added methyl tert-butyl ether (MTBE) (2.2 L each) and the precipitate solids were allowed to stir overnight. Each lot was filtered and the collected solids were each washed with fresh MTBE (100 mL) and dried overnight. The lots were combined to afford 2-phenyl-1-propylamine HCl (634.4 g, 76.2%) as a white powder.

1. filtrationfiltered
2. customto afford two lots of filtrate that
3. concentrationwere concentrated under reduced pressure to ˜400 mL each
4. additionTo each lot was added methyl tert-butyl ether (MTBE) (2.2 L each)
5. stirringto stir overnight
6. filtrationEach lot was filtered
7. washeach washed with fresh MTBE (100 mL)
8. customdried overnight

ORD-Eintrag

ord-7f657b695c5c487b864a9bf83c8f1e9f

Quelldatensatz

uspto-grants-2006_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06984756B2