Reaktion #7151

Reaktionsgleichung

3-nitrophenylboronic acid

lithium chloride

sodium carbonate

ethyl acetate

→

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

Lösungsmittel

ethylene glycol dimethyl ether

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle