Reacción #50475

Ecuación de reacción

methyl 4-chlorosalicylate

methyl 3-bromopropionate

potassium carbonate

→

desired material

Rendimiento 102.6%

4- Chloro-2-(2-methoxy-1-methyl-2-oxoethoxy)benzoic acid, methyl ester

Rendimiento 102.6%

Disolventes

dimethyl formamide

water

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe mixture was extracted with ether
2. 2
   Lavadothe organics were washed with water
3. 3
   OtroThe organic layer was dried
4. 4
   Otroevaporated

Procedimiento

A solution of methyl 4-chlorosalicylate (5.0 g) in dimethyl formamide (10 ml) was treated sequentially with methyl 3-bromopropionate (4.0 g) and potassium carbonate (6.0 g). The mixture was stirred at room temperature for 18 hrs and diluted with water. The mixture was extracted with ether and the organics were washed with water. The organic layer was dried and evaporated to give the desired material (6.7 g) as a low melting solid. NMR: 7.8 (d, 1H), 7.2 (m 1H), 6.9 (m, 1H), 4.8 (q, 1H), 3.9 (s, 3H), 3.8 (s, 3H), 1.7 (d, 3H).

Fuente