4-Bromobenzophenone → HCID 66784736, compound

Participants

Reaction Conditions

Reaction Steps

A 30 mL Schlenk tube was replaced with Ar, 3.9 g (15 mmol) of 4-bromobenzophenone, 173 mg (0.15 mmol) of tetrakis(triphenylphosphine)palladium, 15 mL of piperidine and 1.6 mL (16.5 mmol) of 2-methyl-3-butyn-2-ol were added and the mixture was stirred at 100° C. for 1 hour. A saturated aqueous ammonium chloride solution was added to the reaction mixture, and then the mixture was extracted with diethyl ether. The extract was dried over magnesium sulfate, followed by distilling off of the solvent under reduced pressure by an evaporator. The resulting crude reaction product was dissolved in 300 ml of hexane at 70° C., the insolubles were filtered off, and then the filtrate was cooled to give dimethylhydroxymethyl-4-benzoylphenylacetylene, i.e., the desired compound as a yellow crystal. Yield: 3.47 g (yield: 88%).

Provenance & Evidence