Reacción #2507818

Ecuación de reacción

caesium carbonate

o-phenylphenol

6-fluoro-7-iodo-3-propylchroman

diethyl malonate

→

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

Disolventes

ether

THF

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente