Réaction #46158

Équation de réaction

5-Chloromethyl benzo[1,3]dioxol

potassium carbonate

sodium iodide

ethyl benzoylacetate

→

2-benzo[1,3]dioxol-5-ylmethyl-3-oxo-3-phenylpropionate ethyl ester

Rendement 76.5%

Solvants

Dimethylformamide

Conditions de réaction

Traitement

1. 1
   ExtractionThe reaction mixture was extracted with ammonium chloride and ether
2. 2
   Autrethe organic layer was separated
3. 3
   Séchagedried over anhydrous magnesium sulfate
4. 4
   Concentrationconcentrated
5. 5
   Autrethe resulting residue was purified by column chromatography

Mode opératoire

5-Chloromethyl benzo[1,3]dioxol (11.2 g, 65.7 mmol) was dissolved in Dimethylformamide. Then, potassium carbonate (18.2 g, 131.4 mmol), sodium iodide (10.8 g, 72.27 mmol) and ethyl benzoylacetate (12.5 ml, 72.27 mmol) were added thereto and stirred for 5 hours at room temperature. The reaction mixture was extracted with ammonium chloride and ether, the organic layer was separated, dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography to obtain 2-benzo[1,3]dioxol-5-ylmethyl-3-oxo-3-phenylpropionate ethyl ester (16.4 g, 76%).

Source