反应详情

温度

-78 °C

To a flame-dried flask containing 8.0 mL of dry tetrahydrofuran under an argon atmosphere cooled to -78° C. Is added 4.0 mL (3.0 M) of a solution of ethylmagnesium bromide in tetrahydrofuran. The stirrable mixture is treated with a solution of 1.36 g of commercially available 1-naphthaldehyde in 4.0 mL of tetrahydrofuran with a 2 mL rinse. The reaction is stirred at -78° C. for 5 minutes then warmed to room temperature. After 1 hour the mixture is re-cooled to 0° C., carefully quenched with saturated ammonium chloride, and diluted with diethyl ether. The layers are separated; organic phase washed with brine, dried (magnesium sulfate), and concentrated under reduced pressure. The residue is flash column chromatographed using 25% ethyl acetate in hexane to give 1.76 g of the title product as a pale pink oil.

1. washrinse
2. temperaturethen warmed to room temperature
3. temperatureAfter 1 hour the mixture is re-cooled to 0° C.
4. customcarefully quenched with saturated ammonium chloride
5. additiondiluted with diethyl ether
6. customThe layers are separated
7. washorganic phase washed with brine
8. dry with materialdried (magnesium sulfate)
9. concentrationconcentrated under reduced pressure
10. customchromatographed