Application of 10485-09-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 10485-09-3 name is 2-Bromoindene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
In a 200 mL reactor sufficiently dried and purged with argon, 0.98 g (40.3 mmol) of magnesium pieces were charged and vigorously stirred for 30 minutes while heating under reduced pressure. After cooling to room temperature, a reflux condenser was attached, and a piece of iodine and 15 mL of tetrahydrofuran were charged and stirred. A 10 mL diluted solution of 1.95 g (10.0 mmol) of 2-bromoindene is added dropwise (1.0 mL after addition, followed by heating to reflux until the color of iodine disappears with a drier, remaining after dropping of the reaction drop) It stirred at room temperature after completion | finish for 2 hours.The reaction solution is diluted with 6.00 mL (50.2 mmol) of dimethylsilyl dichloride in 10 mL of n-hexane diluted solution,The reaction was slowly added at -78 C with cooling, and stirring was continued for 19 hours while returning to room temperature.After distilling off the solvent of the reaction solution and unreacted dimethylsilyl dichloride, 20 mL of tetrahydrofuran and 1.00 mL (10.6 mmol) of 1,3-dimethyl-2-imidazolidinone were added to the residue. 2.65 g (10.0 mmol) of 7- (4-trimethylsilylphenyl) idene synthesized by the method described in WO2012 / 133717 in a fully dried, argon-substituted 100 mL reactor.15 mL of tetrahydrofuran was charged, 6.45 mL (hexane solution, 1.55 M, 10.0 mmol) of n-butyllithium solution was added, and the mixture was stirred at room temperature for 2 hours. This solution was added dropwise to the previously diluted reaction residue diluted solution cooled to -78 C., and stirring was continued for 3 hours while slowly returning to room temperature. Saturated aqueous ammonium chloride solution was added, the solubles were extracted with n-hexane, and the obtained fraction was washed with saturated 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 target compound represented by the following formula (A-1 L)Compound (A-1L) was obtained as an isomer mixture of 2.12 g (yield 48%).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromoindene, and friends who are interested can also refer to it.
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;,
Bromide – Wikipedia,
bromide – Wiktionary