Reacción #1863684

Ecuación de reacción

EtOAc

1-(bromomethyl)-4-nitrobenzene

methyl 2-(methylamino)acetate hydrochloride

K2CO3

→

methyl 2-(methyl(4-nitrobenzyl)amino)acetate

Rendimiento 72.6%

Disolventes

water

CH3CN

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe organic layer was washed with brine ad
2. 2
   Secadodried over Na2SO4
3. 3
   OtroThe solvent was removed
4. 4
   Filtraciónthe crude was purified by filtration on SCX cartridge (DCM/MeOH 1/1; MeOH/conc.aq.NH4OH 90/10)
5. 5
   OtroThe basic fraction was evaporated to dryness

Procedimiento

A mixture of 1-(bromomethyl)-4-nitrobenzene (1 g, 4.63 mmol), methyl 2-(methylamino)acetate hydrochloride (0.646 g, 4.63 mmol), and K2CO3 (0.960 g, 6.94 mmol) in CH3CN (20 ml) was heated under MW irradiation at 60° C. for 1.5 hours. The mixture was portioned between EtOAc and water, and the organic layer was washed with brine ad dried over Na2SO4. The solvent was removed and the crude was purified by filtration on SCX cartridge (DCM/MeOH 1/1; MeOH/conc.aq.NH4OH 90/10). The basic fraction was evaporated to dryness to give methyl 2-(methyl(4-nitrobenzyl)amino)acetate (0.800 g, 3.36 mmol, 72.5% yield, MS/ESI+ 239.1 [MH]+).

Fuente