反应详情

A solution of Example 21A (1.0 g, 4.3 mmol) in 30% H2SO4 (10 mL) at 0° C. was treated with NaNO2 (386 mg, 5.6 mmol), stirred for 5 hours, treated with a solution of NaI (2.1 g, 14 mmol) in H2O (2 mL), stirred for 2 hours, treated with additional NaI (2.1 g, 14 mmol), stirred for 2 hours, poured into 30% NaOH (aq.) (200 mL) at 0° C. and extracted three times with 10% methanol/ethyl acetate. The combined organic phases were dried (MgSO4), filtered, and concentrated. The residual solid was purified by flash column chromatography on silica gel with 70% ethyl acetate/hexanes to provide the desired product (1.03 g, 70%).

1. stirringstirred for 2 hours
2. stirringstirred for 2 hours
3. extractionextracted three times with 10% methanol/ethyl acetate
4. dry with materialThe combined organic phases were dried (MgSO4)
5. filtrationfiltered
6. concentrationconcentrated
7. customThe residual solid was purified by flash column chromatography on silica gel with 70% ethyl acetate/hexanes