Some common heterocyclic compound, 108-37-2, name is 1-Bromo-3-chlorobenzene, molecular formula is C6H4BrCl, 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. Quality Control of 1-Bromo-3-chlorobenzene
To a stirred solution of 1-bromo-3-chlorobenzene (1.0 g, 5.22 mmol, 1.00 equiv) in tetrahydrofuran (5 mL), was added4,4,5 ,5-tetramethyl-2- (tetramethyl- 1 ,3,2-dioxaborolan-2-yl)- 1,3 ,2-dioxaborolane (800 mg, 3.15mmol, 0.60 equiv), 4-tert-butyl-2-(4-tert-butylpyridin-2-yl)pyridine (43 mg, 0.16 mmol, 0.03 equiv), bis(( 1Z,5Z)-cycloocta- 1 ,5-diene)dimethyl-2,4-dioxa- 1 ,3-diiridabicyclo[ 1.1 .0]butane-2,4-diium- 1 ,3-diuide (33 mg, 0.05 mmol, 0.01 equiv) under nitrogen. The mixture was stuffed for overnight at 80 C. The solid was filtered out and the filtrate was concentrated under vacuum. Crude product was purified by a silica gelcolumn with ethyl acetate/petroleum ether (1:10) to give 1.29 g (78%) of the title compound as colorless oil.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 108-37-2, its application will become more common.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25025; (2015); A1;,
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