反应详情

温度

-10 °C

1.53 g of 80% sodium hydride (51.0 mmol) in 60 cm3 of tetrahydrofuran are introduced into a three-necked, round-bottomed flash equipped with a septum and a dropping funnel. The mixture is cooled to -10° C. and then 5.5 g of 97% N,N-diethylacetoacetamide (34.0 mmol) are slowly added. The mixture is stirred for 15 minutes. 21.25 cm3 of n-butyllithium in solution in hexane at 1.6 mol/liter are then slowly added and the mixture is then stirred for 15 minutes. 3.05 g of benzaldehyde (28.5 mmol) are introduced. The mixture is stirred for 25 minutes and then 6 cm3 of concentrated hydrochloric acid and 35 cm3 of water are added. Extraction is carried out with 3 times 25 cm3 of dichloromethane. The combined organic phases are washed with 2 times 100 cm3 of water and dried over sodium sulphate. After filtration and concentration to dryness under reduced pressure, there is obtained, with a yield of 97.7%, 7.33 g of N,N-diethyl -5-phenyl-5-hydroxy-3-oxopentanamide, the structure of which is confirmed by the proton nuclear magnetic resonance spectrum.

1. customequipped with a septum and a dropping funnel
2. stirringthe mixture is then stirred for 15 minutes
3. stirringThe mixture is stirred for 25 minutes
4. extractionExtraction
5. washThe combined organic phases are washed with 2 times 100 cm3 of water
6. dry with materialdried over sodium sulphate
7. filtrationAfter filtration and concentration to dryness under reduced pressure