反应详情

Reflux a mixture of (3-bromothiophen-2-yl)-(3-methoxyphenyl)methanone oxime (10 g, 0.032 mol), KOH (3.6 g, 0.064 mol dissolved in 10 mL water) and 2-ethoxyethanol (40 mL) under nitrogen for one hour at 105–110° C. Add copper chloride (0.16 g, 0.0016 mol) whereupon the reaction mixture becomes dark brown in color. Heat the reacton for an additional four hours. TLC shows that the reaction is complete. Add water and extract the organics into ether. Wash the ether phase with water, dry (MgSO4), filter and concentrate to yield an oil. Purify the oil by column (alumina) chromatography, and elute with 15% ether in hexane to obtain white crystals. Recrystallize the crystals from ether:hexane to yield the title compound (5 g, 68% Yield), m.p. 51–52° C.

1. temperatureReflux
2. temperatureHeat the reacton for an additional four hours
3. extractionAdd water and extract the organics into ether
4. washWash the ether phase with water
5. dry with materialdry (MgSO4)
6. filtrationfilter
7. concentrationconcentrate
8. customto yield an oil
9. customPurify the oil by column (alumina) chromatography
10. washelute with 15% ether in hexane
11. customto obtain white crystals
12. customRecrystallize the crystals from ether