Dimethyl Sulfoxide → HCID 10487663, compound

At a temperature of −78° C., 0.26 ml of oxalyl chloride was added to a mixture of 0.42 ml of dimethyl sulfoxide with 7 ml of dichloromethane, and the resulting solution was stirred at the same temperature for 3 minutes. At the same temperature, 272 mg of 4,7-difluoro-2-hydroxybenzofuran was added to the resulting mixture, and the resulting mixture was stirred for 40 minutes. After the addition of 1.2 ml of triethylamine to the reaction mixture, the temperature of the resulting mixture was raised to room temperature. The resulting mixture was further stirred at room temperature for 30 minutes, followed by the addition of water. The resulting mixture was extracted with ethyl acetate, and the organic layer was washed with brine, dried over anhydrous magnesium sulfate, and evaporated. The resulting residue was subjected to silica gel chromatography (developer: 5% ethyl acetate/n-hexane) to give 169 mg of the title compound as a colorless solid.

1. stirringthe resulting mixture was stirred for 40 minutes
2. stirringThe resulting mixture was further stirred at room temperature for 30 minutes
3. extractionThe resulting mixture was extracted with ethyl acetate
4. washthe organic layer was washed with brine
5. dry with materialdried over anhydrous magnesium sulfate
6. customevaporated

ORD record

ord-1e2aaeabd1cb4cdaaa6ce3a24bac8cf6

Source dataset

uspto-grants-2002_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06358995B1