反应详情

A solution of 3,5-Dioxo-cyclohexanecarboxylic acid methyl ester (3.6 g, 21.16 mmol, preparation as in Journal of the Chemical Society, Perkin Transactions 1 (1976), (13), 1382-4), (Z)-4-Amino-1,1,1-trifluoro-but-3-en-2-one (2.94 g, 21.16 mmol, prepared as in EP 744400 (1996)), trifluoroacetic acid (1.21 g, 10.58 mmol), and ammonium trifluoroacetate (1.39 g, 10.58 mmol) in toluene (50 ml) are heated at reflux temperature in a Dean-Stark apparatus. After reaction completion, the reaction mixture is cooled, diluted with ethyl acetate and then washed successively with saturated aqueous sodium bicarbonate and water. The organic phase is dried over anhydrous sodium sulphate, filtered, and concentrated in vacuo. The residue is purified by flash chromatography, eluting with 4:1 hexane to give the title compound (1.5 g, 68%) as white crystals.

1. temperatureare heated
2. temperatureat reflux temperature in a Dean-Stark apparatus
3. customAfter reaction completion
4. temperaturethe reaction mixture is cooled
5. washwashed successively with saturated aqueous sodium bicarbonate and water
6. dry with materialThe organic phase is dried over anhydrous sodium sulphate
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customThe residue is purified by flash chromatography
10. washeluting with 4:1 hexane