Reacción #83126

Ecuación de reacción

2-phenylethylamine

triethylamine

methyl 7-bromoheptanoate

→

oil

Rendimiento 26.2%

Methyl 7-[(2-phenylethyl)amino]heptanoate

Rendimiento 26.2%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturarefluxed overnight
2. 2
   FiltraciónThe reaction mixture was filtered
3. 3
   Concentraciónconcentrated

Procedimiento

To a mixture of 2-phenylethylamine (1.09 g, 9 mmol) and triethylamine (1.37 g, 13.5 mmol) in toluene (50 mL) was added methyl 7-bromoheptanoate (2.0 g, 9 mmol) and refluxed overnight. The reaction mixture was filtered and concentrated. Flash column chromatography over silica gel using 100% ethyl acetate yielded a yellow oil (0.62 g, 20%) NMR (250 MHz, CDCl3), 1.12-1.40 (4H, m), 1.40-1.72 (4H, m), 2.29 (2H, t), 2.63 (2H, t), 2.75-2.96 (4H, m), 2.96-3.1 (1H, br s), 3.66 (3H, s), 7.00-7.38 (5H, m).

Fuente