反应详情

温度

140 °C

Combine and stir under nitrogen at 140° C. a mixture of 3-(3-methoxyphenyl)thieno[2,3-d]isoxazole (8 g, 0.035 mol) and pyridine hydrochloride (80 g, 0.69 mol) for nine hours. TLC (ethyl acetate: dichloromethane) shows the reaction is complete. Cool the reaction mixture to room temperature, and pour into water. Extract the organics into ethyl acetate:ether (50:50), and wash once with HCl (3N), three times with water, dry (MgSO4) and evaporate to yield an oil. Purify the oil by column (silica) chromatography, eluting with 5% ethyl acetate in dichloromethane, to yield a solid. Recrystallize this solid (ether:hexane) to obtain the title compound as an orange/tan solid (3 g, 40% yield), m.p. 114–116° C.

1. temperatureCool the reaction mixture to room temperature
2. extractionExtract the organics into ethyl acetate:ether (50:50)
3. washwash once with HCl (3N), three times with water
4. dry with materialdry (MgSO4)
5. customevaporate
6. customto yield an oil
7. customPurify the oil by column (silica) chromatography
8. washeluting with 5% ethyl acetate in dichloromethane
9. customto yield a solid
10. customRecrystallize this solid (ether:hexane)