Toluene → HCID 9818529, compound

Participants

Reaction Conditions

Reaction Steps

0.1 g (0.254 mmol) of 2-trifluoromethanesulfonyloxy-8-(1-diethylamino-2-hydroxyethyl)quinoline, 3 ml of toluene, 62 mg (0.51 mmol) of of phenylboronic acid, 53 mg (0.38 mmol) of potassium carbonate and 17.6 mg (0.0152 mmol) of tetrakis(triphenylphosphine)palladium are placed in a 20 ml three-necked flask. The mixture is heated with an oil bath at 90° C. for 2 h and 10 ml of water are added. Extraction is carried out with ethyl acetate and the organic phases are combined, dried over magnesium sulfate, filtered and concentrated under vacuum. The residue is purified by silica chromatographic column (eluent: dichloromethane/methanol 95/5) to provide 40 mg of 2-phenyl-8-(1-diethylamino-2-hydroxyethyl)quinoline in the form of a colorless oil. (Yield: 49%)

Provenance & Evidence