Reacción #531857

Ecuación de reacción

4-(3-adamantan-1-yl-ureido)butyric acid

K2CO3

iodomethane

→

883

Rendimiento 95.0%

4-(3-Adamantan-1-yl-ureido) butyric Acid Methyl Ester

Rendimiento 95.0%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThen the product was extracted with ether (20 mL)
2. 2
   Lavadothe ether was washed with 1 N NaOH aqueous solution (20 mL) and brine (20 mL)
3. 3
   Secadodried over Na2SO4
4. 4
   Otroevaporated

Procedimiento

A mixture of 4-(3-adamantan-1-yl-ureido)butyric acid 822 (0.15 g, 0.54 mmol), K2CO3 (0.09 g, 0.64 mmol), and iodomethane (0.04 mL, 0.59 mmol) in DMF (20 mL) was stirred at room temperature for 20 h. Then the product was extracted with ether (20 mL), and the ether was washed with 1 N NaOH aqueous solution (20 mL) and brine (20 mL), dried over Na2SO4, and evaporated to afford 0.15 g (95%) of 883: 1H NMR (CDCl3) 1.66-1.68 (6H, m), 1.81 (2H, quint, J=6.9 Hz), 1.94-1.97 (6H, m), 2.05-2.07 (3H, m), 2.37 (2H, t, J=6.9 Hz), 3.16 (2H, q, J=6.9 Hz), 3.68 (3H, s), 4.09 (1H, s), 4.25 (1H, s); LC-MS (ESI) m/z calcd for C16H26N2O3 [M+H]+ 295.19. found [M+H]+ 295.24; mp 114 C. Anal. (C16H26N2O3) C, H, N.

Fuente