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 (100 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 reaction for an additional one hour. 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
3. customthe reaction for an additional one hour
4. extractionAdd water and extract the organics into ether
5. washWash the ether phase with water
6. dry with materialdry (MgSO4)
7. filtrationfilter
8. concentrationconcentrate
9. customto yield an oil
10. customPurify the oil by column (alumina) chromatography
11. washelute with 15% ether in hexane
12. customto obtain white crystals
13. customRecrystallize the crystals from ether