Iodine → 4,4-Difluoro-2-iodocyclohex-2-en-1-one

To a solution of the 4,4-difluorocyclohex-2-en-1-one (1.0 g, 7.57 mmol) prepared in Example 88b in a THF-water mixed solvent (1:1; 20 mL), potassium carbonate (1.30 g, 9.41 mmol), iodine (2.9 g, 11.4 mmol) and DMAP (0.56 g, 4.58 mmol) were added, and the reaction solution was stirred at room temperature for 30 minutes. The reaction solution was subjected to extraction with ethyl acetate (20 mL). The thus obtained organic layer was washed with an aqueous sodium thiosulfate solution (20 mL) and dried over anhydrous sodium sulfate. After vacuum concentration, the residue was purified with silica gel chromatography (hexane/ethyl acetate=9:1) to yield the title compound (1.46 g, 75%) as a light brown oil.

1. extractionThe reaction solution was subjected to extraction with ethyl acetate (20 mL)
2. washThe thus obtained organic layer was washed with an aqueous sodium thiosulfate solution (20 mL)
3. dry with materialdried over anhydrous sodium sulfate
4. concentrationAfter vacuum concentration
5. customthe residue was purified with silica gel chromatography (hexane/ethyl acetate=9:1)

ORD record

ord-547c4213c6b74cfeacd14d029d8c36cc

Source dataset

uspto-grants-2014_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08889741B2