Reacción #49067

Ecuación de reacción

sodium borohydride

2-methyl-2-(1-piperidinyl)propanenitrile

phenyllithium

D2

Racemic {1-[amino(phenyl)methyl]cyclopentyl}dimethylamine

→

title compound

Rendimiento 56.0%

(±)2-Methyl-1-phenyl-2-(1-piperidinyl)-1-propanamine

Rendimiento 56.0%

Disolventes

THF

methanol

dibutylether

Condiciones de reacción

Procedimiento

The title compound (1.16 g, 56%) was prepared from 2-methyl-2-(1-piperidinyl)propanenitrile D7 (1.30 g, 8.6 mmol), and phenyllithium in dibutylether (5.2 ml of a 1.8M solution; 9.4 mmol) in THF (15 ml), followed by reaction with sodium borohydride (0.975 g, 25.7 mmol) in methanol (20 ml) in a similar manner to that described in D2. 1H NMR (CDCl3) δ: 0.76 (3H, s), 0.91 (3H, s), 1.44 (2H, m), 1.54-1.65 (4H, m), 1.95 (2H, m), 2.57 (4H, m), 4.19 (1H, s), 7.20-7.31 (3H, m), 7.40 (2H, m).

Fuente