Reacción #424445

Ecuación de reacción

Ethyl 3-hydroxy-2-methylbenzoate

K2CO3

2,6-Dimethylbenzyl chloride

→

title compound

Ethyl 3-(2,6-dimethylbenzyloxy)-2-methylbenzoate

Disolventes

DMF

EtOAc

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with water (20 ml) and brine
2. 2
   SecadoThe organic layer was dried over Na2SO4
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated
5. 5
   Otropurified by flash chromatography on a silica gel column (hex: ethyl acetate 4:1)

Procedimiento

To a stirred solution of Ethyl 3-hydroxy-2-methylbenzoate (Step A, 3.1 g, 17.22 mmol), K2CO3 (3.09 g, 22.38 mmol) in dry DMF (15 ml) was added 2,6-Dimethylbenzyl chloride (3.19 g, 20.66 mmol) at room temperature under argon. The reaction mixture was stirred for 16 hours, diluted with EtOAc (40 ml), washed with water (20 ml) and brine. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 4:1) to give the title compound as a white solid.

Fuente