反应详情

温度

40 °C

1-(4-chlorophenyl)-6-hydroxyhexane-1,3-dione (2.0 g, 8.310 mmol) was dissolved in 15 mL of methanol. t-BuNHNH2.HCl (2.1 g, 16.620 mmol) was dissolved in 15 mL of methanol and then added with triethylamine (TEA; 2.3 mL, 16.620 mmol). After they were all dissolved, the mixture was added into a solution of 1-(4-chlorophenyl)-6-hydroxyhexane-1,3-dione, and then stirred for 14 hours at 40° C. The reaction progress and completion were confirmed by TLC. Upon completion of the reaction, while the temperature was kept at room temperature, the solvent was removed under reduced pressure. The reaction residue was diluted with EtOAc, and added with water. The aqueous layer was extracted with EtOAc and the organic layer was dried with anhydrous MgSO4 and filtered and concentrated under reduced pressure. The concentrate was separated by column chromatography (EtOAc:Hexane=2:3, v/v) to obtain 1.57 g (64%) of target compound.

1. customUpon completion of the reaction
2. customwas kept at room temperature
3. customthe solvent was removed under reduced pressure
4. additionThe reaction residue was diluted with EtOAc
5. additionadded with water
6. extractionThe aqueous layer was extracted with EtOAc
7. dry with materialthe organic layer was dried with anhydrous MgSO4
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. customThe concentrate was separated by column chromatography (EtOAc
11. customHexane=2:3, v/v) to obtain 1.57 g (64%) of target compound