Application of 174913-12-3,Some common heterocyclic compound, 174913-12-3, name is 1-Bromo-3-chloro-5-methoxybenzene, molecular formula is C7H6BrClO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a mixture of 1-bromo-3-chloro-5-methoxy-benzene (800 mg, 3.61 mmol) and 1,4- dioxa-8-azaspiro[4.5]decane (500 mg, 2.78 mmol) in dioxane (20 mL) was added t-BuONa (668 mg, 6.95 mmol), Pd2(dba)3 (51 mg, 0.05 mmol) and Ruphos (52 mg, 0.1 mmol) under N2. After being heated with stirring at 100C overnight, the resulting reaction mixture was cooled to rt,diluted with H20 (20 mL) and extracted with EA (50 mL) for three times. The combined organic layer was washed with brine (50 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give crude 8 -(3-chloro-5-methoxy-phenyl)- 1 ,4-dioxa- 8-azaspiro [4.5] decane (700 mg), which was used in the next step without further purification.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-chloro-5-methoxybenzene, its application will become more common.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); A1;,
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