Reacción #93723

Ecuación de reacción

N-[(1-acenaphthylenyl)methyl]amine hydrochloride

hydrogen

hydrogen

→

N-[(1,2-dihydro-1-acenaphthylenyl)methyl]amine hydrochloride salt

Rendimiento 83.0%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe catalyst was removed by filtration
2. 2
   Otrothe solvent evaporated in vacuo
3. 3
   workup.ADDITIONThe residue was treated with ether (150 ml)
4. 4
   Filtraciónfiltered
5. 5
   Otroto collect precipitate
6. 6
   OtroThe solid was dried at 45° C., in vacuo, overnight

Procedimiento

The N-[(1-acenaphthylenyl)methyl]amine hydrochloride, A as prepared in Example A above (1.8 g, 8.3 mmol) was dissolved in methanol (100 ml) and 5% Pd/C (0.2 g) added. The mixture was stirred at room temperature, under 51 psi of hydrogen, for 2.5 hours (hydrogen uptake: AP=6.8 psi, calculated 7.1). The catalyst was removed by filtration and the solvent evaporated in vacuo. The residue was treated with ether (150 ml) and filtered to collect precipitate. The solid was dried at 45° C., in vacuo, overnight, to give 1.5 g (83%) of a white N-[(1,2-dihydro-1-acenaphthylenyl)methyl]amine hydrochloride salt, mp>250° C. Anal (C13H13N.HCl.0.15H2O), calc: C=71.20, H=6.48, N=6.30, Cl=15.54; found: C=70.14, H=6.51; N=6.42; Cl=16.11.

Fuente