反应详情

Treat a stirred solution of 3-(3-methoxyphenyl)-1-methyl-1H-thieno[3,2-c]pyrazole (7.5 g, 0.031 mol.) and dichloromethane (51 mL) dropwise with a solution of boron tribromide (41 mL, 0.041 mol., 1.0M in dichloromethane) under nitrogen. After 2.5 hours, quench with hydrochloric acid (50 mL, 1N) and ether/ethyl acetate (50 mL), and stir until both phases are clear. Wash the organic phase with water, dry (MgSO4), filter and evaporate to give an oil. Purify the oil by HPLC (silica gel, elution with 10% methanol in dichloromethane) to give a light tan solid. Purify the solid further by column chromatography (silica gel, elution with 5% methanol in dichloromethane) to give a white solid (3.5 g, 49% yield).

1. customquench with hydrochloric acid (50 mL, 1N) and ether/ethyl acetate (50 mL)
2. washWash the organic phase with water
3. dry with materialdry (MgSO4)
4. filtrationfilter
5. customevaporate
6. customto give an oil
7. customPurify the oil
8. washby HPLC (silica gel, elution with 10% methanol in dichloromethane)
9. customto give a light tan solid
10. customPurify the solid
11. washfurther by column chromatography (silica gel, elution with 5% methanol in dichloromethane)