反应详情

112 mg (1.1 mmol) of ethynylbenzene, 259 mg (1.1 mmol) of 4-methoxy-iodobenzene, 2 mg (10 μmol) of cupric iodide and 8 mg (10 μmol) of bis(triphenylphosphine)palladium(II) chloride were added to a round-bottomed flask. The round-bottomed flask was then purged 3 times with argon. 20 ml of distilled triethylamine were then added and the mixture was then stirred for 24 hours. The reaction medium was then diluted with 20 ml of a 6M solution of hydrochloric acid then extracted three times with 20 ml of dichloromethane. The organic phase was washed with 40 ml of a 1M solution of sodium hydroxide, then dried over sodium sulfate and the solvent was evaporated under reduced pressure. The crude product of the reaction was then purified by column chromatography using, as eluent, a petroleum ether/dichloromethane (7/3; v/v) mixture. The expected product was then isolated in the form of a yellow powder (m=201 mg; yield=97%).

1. customThe round-bottomed flask was then purged 3 times with argon
2. addition20 ml of distilled triethylamine were then added
3. additionThe reaction medium was then diluted with 20 ml of a 6M solution of hydrochloric acid
4. extractionthen extracted three times with 20 ml of dichloromethane
5. washThe organic phase was washed with 40 ml of a 1M solution of sodium hydroxide
6. dry with materialdried over sodium sulfate
7. customthe solvent was evaporated under reduced pressure
8. customThe crude product of the reaction was then purified by column chromatography