Reaktion #2507818

Reaktionsgleichung

caesium carbonate

o-phenylphenol

6-fluoro-7-iodo-3-propylchroman

diethyl malonate

→

Diethyl 2-(6-fluoro-3-propylchroman-7-yl)malonate

Lösungsmittel

ether

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture is heated
2. 2
   Temperaturunder reflux overnight
3. 3
   Waschenis washed with dil. hydrochloric acid
4. 4
   Trocknendried over sodium sulfate
5. 5
   SonstigeThe solvent is removed in vacuo
6. 6
   Sonstigethe crude product is purified by chromatography on silica gel with heptane/ethyl acetate (4:1)
7. 7
   SonstigeThe product fraction (Rf=0.55) is reacted without further purification

Vorschrift

17.0 g (52.2 mmol) of anhydrous caesium carbonate, 700 mg (3.67 mmol) of copper(I) iodide and 700 mg (4.11 mmol) of o-phenylphenol are initially introduced under dry nitrogen, a solution of 11.4 g (33.5 mmol) of 6-fluoro-7-iodo-3-propylchroman and 16.0 g (100 mmol) of diethyl malonate in 150 ml of THF is added, and the mixture is heated under reflux overnight. MTB ether is subsequently added to the batch, which is washed with dil. hydrochloric acid and dried over sodium sulfate. The solvent is removed in vacuo, and the crude product is purified by chromatography on silica gel with heptane/ethyl acetate (4:1). The product fraction (Rf=0.55) is reacted without further purification.

Quelle