Reaktion #7161

Reaktionsgleichung

Intermediate 1

4-hydroxy-N-(3-iodophenyl)-3-methoxyphenylacetamide

phenylboronic acid

cesium carbonate

water

→

desired compound

Ausbeute 82.8%

4-hydroxy-3-methoxy-N-(3-phenylphenyl)phenylacetamide

Ausbeute 82.8%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture is heated
2. 2
   Temperaturunder reflux for 18 hours under argon atmosphere
3. 3
   ExtraktionThe reaction solution is extracted with ethyl acetate
4. 4
   Trocknenthe organic layer is dried over sodium sulfate
5. 5
   Sonstigethe solvent is evaporated under reduced pressure
6. 6
   SonstigeThe residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate)

Vorschrift

Intermediate 1 (500 mg), phenylboronic acid (300 mg), tetrakis(triphenylphosphine)palladium (0) (150 mg) are dissolved in tetrahydrofuran (20 ml), and thereto are added cesium carbonate (850 mg) and water (10 ml). The mixture is heated under reflux for 18 hours under argon atmosphere. The reaction solution is extracted with ethyl acetate, and the organic layer is dried over sodium sulfate, 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 the desired compound (360 mg).

Quelle