Reacción #833549

Ecuación de reacción

Bromoacetylbromide

6-nitroveratrylalcohol

Et3N

CH2Cl2

→

4.5-dimethoxy-2-nitrobenzyl 2-bromoacetate

Rendimiento 55.1%

Disolventes

CHCl3

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe mixture was washed with HCl (1 M, 2×10 ml), NaHCO3 (sat., 10 ml) and water (10 ml)
2. 2
   SecadoOrganic phase was dried over Na2SO4
3. 3
   Otroevaporated
4. 4
   Otropurified by chromatography (Si-gel, CH2Cl2)

Procedimiento

Bromoacetylbromide (0.19 ml, 2.2 mmol) was slowly added to the solution of 6-nitroveratrylalcohol (0.43 g, 2 mmol), Et3N (0.56 ml, 4 mmol) and DMAP (24 mg, 0.2 mmol) in CHCl3 (5 ml). After stirring at room temperature for five hours, CH2Cl2 (20 ml) was added and the mixture was washed with HCl (1 M, 2×10 ml), NaHCO3 (sat., 10 ml) and water (10 ml). Organic phase was dried over Na2SO4, evaporated and purified by chromatography (Si-gel, CH2Cl2) to yield 4.5-dimethoxy-2-nitrobenzyl 2-bromoacetate (368 mg, 55%).

Fuente