Reacción #7151

Ecuación de reacción

3-nitrophenylboronic acid

lithium chloride

sodium carbonate

ethyl acetate

→

3-(cyclohexen-1-yl)-1-nitrobenzene

Disolventes

ethylene glycol dimethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture is heated
2. 2
   Temperaturaunder reflux for 3 hours
3. 3
   Lavadothe organic layer is washed with water
4. 4
   Otrothe solvent is evaporated under reduced pressure
5. 5
   OtroThe residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate)

Procedimiento

The above product (1.3 g) is dissolved in ethylene glycol dimethyl ether (10 ml), and thereto are added 3-nitrophenylboronic acid (1.3 g), tetrakis(triphenylphosphine)palladium (0) (330 mg), lithium chloride (720 mg) and 2M aqueous sodium carbonate (8 ml), and the mixture is heated under reflux for 3 hours. To the mixture is added ethyl acetate, and the organic layer is washed with water, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give 3-(cyclohexen-1-yl)-1-nitrobenzene (700 mg).

Fuente