Hydrogen Peroxide → HCID 21197042, compound

Participants

Reaction Steps

Apart from the above, inner atmosphere of a four-necked flask equipped with a stirring device, a reflux condenser and a thermometer was replaced with nitrogen gas, and then the flask was charged with 1.6 g (3.3 mmol) of 5-decyl-2-(2,3-difluoro-4-trifluoromethylsulfonyloxyphenyl)-pyrimidine, 0.06 g (0.05 mmol) of tetrakis-triphenylphosphine-palladium, 0.6 g (15 mmol) of sodium hydroxide and 15 of tetrahydrofuran. Subsequently, 13 ml of a solution prepared by dissolving 5 mmol of the above-obtained E-1-nonenylcatecholborane in tetrahydrofuran was dropwise added thereto at room temperature. Then, the whole mixture was heated under reflux with stirring for 3 hours. After cooling the reaction mixture to room temperature, 3 ml of 10% aqueous solution of sodium hydroxide and 1 ml of 30% aqueous solution of hydrogen peroxide were added, and the resulting mixture was stirred for one hour. The mixture was extracted with ether, and the organic layer was twice washed with each 10 ml portion of saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified by silica gel column chromatography to obtain 1.2 g (yield 79%) of 5-decyl-2-{2,3-difluoro-4-(1-trans-nonenyl)-phenyl}-pyrimidine. ##STR19##

Provenance & Evidence