反应详情

1.2 g (5.4 mmol) of 5-tert-butyl-7-fluoro-3-hydroxy-3H-isobenzofuran-1-one was weighed into a 25 mL round bottom flask fitted with a stir bar, condenser, and nitrogen inlet. Added 7.5 mL (100 mmol) of hydrazine monohydrate. Added 10 mL of glacial acetic acid. Stirred under nitrogen at 100° overnight. Poured the reaction mixture into 100 ml, of stirred water. Extracted the aqueous mixture with 2×50 mL CH2Cl2. Dried the combined extracts over Na2SO4 and removed the solvent on the rotavap. Purified by silica gel flash chromatography using gradient elution with 0→100% EtOAc/CH2Cl2 to obtain 898 mg of the title compound as an off-white solid. MS (ESI) 221 (M+H)+.

1. customfitted with a stir bar, condenser, and nitrogen inlet
2. additionPoured the reaction mixture into 100 ml
3. extractionExtracted the aqueous mixture with 2×50 mL CH2Cl2
4. dry with materialDried the combined extracts over Na2SO4
5. customremoved the solvent on the rotavap
6. customPurified by silica gel flash chromatography
7. washelution with 0→100% EtOAc/CH2Cl2