Reacción #65509

Ecuación de reacción

3-chloro-4-hydroxy-5-methoxybenzyl alcohol

methyl 2-bromophenylacetate

potassium carbonate

→

title compound

Rendimiento 64.0%

Methyl 2-(2-Chloro-4-Hydroxymethyl-6-Methoxyphenoxy)-2-Phenylacetate

Rendimiento 64.0%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturarefluxed overnight
2. 2
   Filtraciónfiltered
3. 3
   Otroevaporated in vacuo
4. 4
   OtroThe residual oil was purified on a silica gel flash chromatography column
5. 5
   Lavadoeluted with 35% ethyl acetate/hexane

Procedimiento

To a solution of 0.500 g (2.65 mmol) of 3-chloro-4-hydroxy-5-methoxybenzyl alcohol (Bader) and 0.668 g (1.1 eq) of methyl 2-bromophenylacetate dissolved in 5 mL acetone was added 0.733 g (2 eq) of anhydrous potassium carbonate and the reaction mixture was stirred and refluxed overnight. The reaction mixture was cooled to room temperature, filtered and evaporated in vacuo. The residual oil was purified on a silica gel flash chromatography column eluted with 35% ethyl acetate/hexane to afford 0.570 g (64%) of the title compound.

Fuente