2-Phenylpropan-1-amine hydrochloride synthesis
- Product Name:2-Phenylpropan-1-amine hydrochloride
- CAS Number:20388-87-8
- Molecular formula:C9H14ClN
- Molecular Weight:171.6672
1823-91-2
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20388-87-8
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Yield:20388-87-8 76.2%
Reaction Conditions:
with hydrogenchloride;hydrogen;5%-palladium/activated carbon in ethanol;water at 50 - 64; under 3878.71 - 4033.86 Torr; for 3 h;
Steps:
4
Charge to an autoclave hydrogenation apparatus under nitrogen 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 (613g, 5.6 mole). Stir the mixture rapidly and pressurize to 75 to 78 psi with hydrogen. Heat the mixture 50 0C to 64°C for 3 hours. Depressurize and filter the reaction mixture to afford two lots of filtrate. Concentrate filtrates under reduced pressure to approximately 400 mL each. Add methyl tert-butyl ether (MTBE) (2.2 L each) to each lot. Stir the precipitate overnight. Filter and wash solids with fresh MTBE (100 mL) and dry overnight. Combine the lots to afford 2- phenyl-1 -propylamine HCl (634.4 g, 76.2%) as a white powder. IH NMR analysis of the free base: IH NMR (CDC13, 300 MHz) δ 7.32 (m, 2H), 7.21 (m, 3H), 2.86 (m, 2H), 2.75 (m, IH), 1.25 (d, 3H, J=6.9), 1.02 (br s, 2H).
References:
WO2008/73789,2008,A1 Location in patent:Page/Page column 6
1634-04-4
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1823-91-2
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20388-87-8
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20388-87-8
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