反应详情

A mixture of 2-bromobenzaldehyde (10.05 mmoles), 1-dodecyne (12.03 mmoles), cuprous iodide (0.11 mmole) and bis(triphenylphosphine) palladium chloride (0.20 mmole) in freshly distilled triethylamine (30 ml.) was heated for one hour at reflux producing a white precipitate. The reaction mixture was cooled and filtered. The filtrate was evaporated to dryness at reduced pressure and then dissolved in diethyl ether (50 ml) and washed with brine (50.ml). After treatment with anhydrous magnesium sulfate and charcoal, the solution was evaporated to afford a dark oil, which was purified by flash chromatography (2% diethyl ether/hexane) to yield the desired product.

1. temperaturewas heated for one hour
2. temperatureat reflux
3. customproducing a white precipitate
4. temperatureThe reaction mixture was cooled
5. filtrationfiltered
6. customThe filtrate was evaporated to dryness at reduced pressure
7. dissolutiondissolved in diethyl ether (50 ml)
8. washwashed with brine (50.ml)
9. customAfter treatment with anhydrous magnesium sulfate and charcoal, the solution was evaporated
10. customto afford a dark oil, which
11. customwas purified by flash chromatography (2% diethyl ether/hexane)