反应详情

温度

-78 °C

A solution of ethyl methanesulphonate (4.97 g) in THF (20 ml) was added dropwise to a solution of lithium hexamethyldisilylamide (42.0 ml of 1M solution in THF plus 20 ml of THF) at −78° C. under nitrogen, and the solution was stirred for 30 min. A solution of 2-acetyl-5-chlorothiophene (6.75 g) in THF (70 ml) was added to this over 15 min and the temperature maintained at −78° C. for 90 min. The reaction was quenched with saturated aqueous ammonium chloride and the mixture extracted with ethyl acetate. The combined organic fractions were washed with brine; dried (over magnesium sulphate) and concentrated under reduced pressure to afford a crude oil that was purified by Biotage™ chromatography (silica, eluting with ether-cyclohexane 1:3) to give the title compound (10.9 g) as a colourless oil.

1. customThe reaction was quenched with saturated aqueous ammonium chloride
2. extractionthe mixture extracted with ethyl acetate
3. washThe combined organic fractions were washed with brine
4. dry with materialdried (over magnesium sulphate)
5. concentrationconcentrated under reduced pressure
6. customto afford a crude oil that
7. customwas purified by Biotage™ chromatography (silica, eluting with ether-cyclohexane 1:3)