Réaction #725879

Équation de réaction

methyl salicylate

K2CO3

methyl chloroacetate

→

1

Rendement 17.0%

2-Methoxycarbonylmethoxy-benzoic acid methyl ester

Rendement 17.0%

Solvants

acetone

Conditions de réaction

Traitement

1. 1
   Températurerefluxed for 36 hours
2. 2
   workup.DISTILLATIONThe acetone was distilled off
3. 3
   workup.ADDITIONwater (1200 ml) was added
4. 4
   ExtractionCrude 1 was extracted into chloroform
5. 5
   Séchagedried over Na2SO4
6. 6
   workup.DISTILLATIONdistilled
7. 7
   Autrepurified by column chromatography on silica gel

Mode opératoire

To a mixture of methyl salicylate (100 g, 657 mmol) and anhydrous K2CO3 (360 g, 2.605 mol) in anhydrous acetone (1000 ml) was added methyl chloroacetate (94 g, 866 mmol) and refluxed for 36 hours. The acetone was distilled off and water (1200 ml) was added. Crude 1 was extracted into chloroform, dried over Na2SO4 distilled and purified by column chromatography on silica gel using hexane as eluant to give pure 1 (25 grams, 17%) as a light yellow syrup.

Source