Reaktion #831978

Reaktionsgleichung

hydroxy-1,4-benzodioxane-7-carboxylic acid ethyl ester

caesium carbonate

benzyl bromide

sodium iodide

→

title compound

5-Benzyloxy-1,4-benzodioxane-7-carboxylic acid ethyl ester

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux for 3 hours
2. 2
   Einengenconcentrated by evaporation
3. 3
   SonstigeThe residue is partitioned between diethyl ether and water
4. 4
   TrocknenThe organic phases are dried over sodium sulfate
5. 5
   Einengenconcentrated by evaporation

Vorschrift

The reaction mixture containing 900 ml of acetone, 17.4 g of hydroxy-1,4-benzodioxane-7-carboxylic acid ethyl ester, 37.9 g of caesium carbonate, 11 ml of benzyl bromide and 7.7 g of sodium iodide is stirred under reflux for 3 hours and then concentrated by evaporation. The residue is partitioned between diethyl ether and water. The organic phases are dried over sodium sulfate and concentrated by evaporation. The title compound is obtained from the residue by FC (900 g of silica gel, hexane/ethyl acetate=1:1): Rf (hexane/ethyl acetate=2:1)=0.36.

Quelle