Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., 327-51-5
Under a nitrogen atmosphere, 3.0 ml (2.45 mmol) of a THF solution of isopropyl magnesium bromide (manufactured by Tokyo Chemical Industry Co., 0.80 M) and 10 ml of THF were added to a 100 ml Schlenk reaction vessel. At -30 C., 800 mg (2.45 mmol) of 2,3-dibromo-5-hexylthiophene obtained in the step (B) was added dropwise to this mixture. After ripening at the same temperature for 30 minutes, it was cooled to -78 C. and 2.45 ml (2.45 mmol) of a diethyl ether solution of zinc chloride (manufactured by Sigma-Aldrich, 1.0 M) was added dropwise. After gradually raising the temperature to room temperature, the resulting white slurry solution was concentrated under reduced pressure, and 10 ml of a light boiling component was distilled off. 185 mg (0.68 mmol) of 1,4-dibromo-2,5-difluorobenzene (manufactured by Wako Pure Chemical Industries, Ltd.) as a white slurry liquid (3 bromothienyl-2-zinc chloride) obtained and tetrakis Phenylphosphine) palladium (Tokyo Chemical Industry Co., Ltd.) (26.3 mg, 0.023 mmol, 2.3 mol% based on 1,4-dibromo-2,5-difluorobenzene) and 10 ml of THF were added. After conducting the reaction at 60 C. for 15 hours, the reaction vessel was cooled with water and 3 ml of 3N hydrochloric acid was added to terminate the reaction. The mixture was extracted with toluene, and the organic phase was washed with brine and dried over anhydrous sodium sulfate. The residue was purified by silica gel column chromatography (hexane to hexane / dichloromethane = 10/1) and recrystallized from hexane / toluene = 6/4 to obtain 1,4-di (3- Bromo-5-hexylthienyl) -2,5-difluorobenzene (yield 64%) as a brown solid.
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Reference:
Patent; TOSOH CORPORATION; UEDA, SAORI; HACHIYA, HITOSHI; WATANABE, MAKOTO; (12 pag.)JP2015/227296; (2015); A;,
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