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ChemicalBook CAS DataBase List 3(2H)-Benzofuranone, 4-fluoro-
911826-36-3

3(2H)-Benzofuranone, 4-fluoro- synthesis

6synthesis methods
-

Yield:911826-36-3 53%

Reaction Conditions:

in diethyl ether; for 3 h;

Steps:

36; 37

4-fluorobenzofuran-3(2H)-one. The yellow (trimethylsilyl)diazomethane ether solution (2.0 M, 3.7 mL) was added to 0.57 g (3.0 mmol) above acid chloride with stirring. After 3 hours, solvent was evaporated. The yellow residue was dissolved in 3 mL acetic acid (strong gas and heat evolution, used a water bath to cool the flask for a minute), and stirred for 15 min at room temperature. The solvents were removed under vacuum, and the red residue was taken into 2 mL CH2Cl2, washed with water twice, then brine, and dried over Na2SO4. This crude product was purified by column chromatography (eluting with 10% EtOAc in hexanes) to give 0.24 g (53%) 4-fluorobenzofuran-3(2H)-one as white solid.1H NMR (300 MHz, CDCl3): δ 7.58 (m, 1H), 6.92 (br d, 1H), 6.71 (t, 1H), 4.65 (s, 2H).

References:

US2008/119496,2008,A1 Location in patent:Page/Page column 34