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. 1516-96-7, name is 5-Bromo-1,3-di-tert-butyl-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C15H23BrO
In a 300 mL reactor sufficiently dried and purged with argon, 0.46 g (18.8 mmol) of magnesium pieces were charged and vigorously stirred for 30 minutes while heating under reduced pressure. After cooling to room temperature, a piece of iodine and 20 mL of tetrahydrofuran were charged and stirred. To this solution, J.Am. Chem. Soc. 2006, 128, 16486. A 30 mL dilute solution of 5.17 g (17.3 mmol) of 1-bromo-3,5-di-tert-butyl-4-methoxybenzene synthesized by the method described above was added dropwise (1.0 mL added)After that, the mixture was heated to reflux until the color of iodine disappeared with a drier, and after the start of the reaction, the remaining droplets were dropped), and after completion of the dropwise addition, the mixture was heated to reflux in an oil bath at 80 C. for 1 hour.The reaction solution was cooled to -78 C., 2.20 mL (19.8 mmol) of trimethoxyborane was slowly added, and stirring was continued for 19 hours while slowly returning to room temperature. An aqueous solution of 1.0 M hydrochloric acid was added, the solubles were extracted with di-iso-propyl ether, and the obtained fraction was washed with water and saturated brine and dried over anhydrous magnesium sulfate. After magnesium sulfate is filtered, the filtrate is evaporated to give a residue, which contains 3.38 g (15.0 mmol) of the compound (A-4a) obtained in Synthesis Example 4-1, tripotassium phosphate 7. 34 g (34.6 mmol), 0.03 g (0.15 mmol) of palladium acetate, 2-dicyclohexylphosphino-2 ‘, 6’-dimethoxybiphenyl (0.10 g (0.23 mmol) of S-Phos), 35 mL of tetrahydrofuran and 7 mL of distilled water were charged, and the mixture was heated under reflux for 2 hours in an oil bath. The reaction solution is cooled to room temperature, a saturated aqueous ammonium chloride solution is added, and the soluble matter is extracted with n-hexane and ethyl acetate to obtainThe fraction was washed with brine and dried over anhydrous magnesium sulfate. After magnesium sulfate is filtered, the filtrate is evaporated and the obtained residue is purified by silica gel column chromatography to obtain the desired product represented by the following formula (A-4b) (hereinafter referred to as compound (A-4b)) Is 5.44 g (yield 99%) were obtained.
According to the analysis of related databases, 1516-96-7, the application of this compound in the production field has become more and more popular.
Reference:
Patent; Mitsui Chemicals, Inc.; Prime Polymer Co., Ltd.; Tanaka, Yoichi; Harada, Yasuyuki; Tamura, Naoya; Hato, Ikki; Tsuchitani, Hiroko; (68 pag.)JP2019/59723; (2019); A;,
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