Reference of 129316-09-2,Some common heterocyclic compound, 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, molecular formula is C10H12Br2, 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.
Step 1 : tert-Butyl 3-bromo-5-(tert-butvnbenzoate (P11a)n-BuLi (7.2 mL, 18.0 mmol, 2.5M in THF) was added to a flask under N2 containing toluene (9 mL) at -10C. >BuMgCI (4.5 mL, 9.0 mmol, 2M in THF) was then added at such a rate to keep the temperature below -5C. The resulting milky slurry was aged at -10C for 30 min, then 1 ,3- dibromo-5-(terf-butyl)benzene (6.2 g, 21.2 mmol) dissolved in toluene (20 mL) was added. The rate of addition was such that the temperature did not increase above -5C. After addition was complete, the mixture was kept at -10C until the metal-halogen reaction was complete. A solution of di-tert-butyl dicarbonate (5.89 g, 27 mmol) in toluene (7.5 mL) was then charged such at a rate to keep the temperature below -5C. After the addition was complete, the mixture was kept at -10C until the aryl-Mg intermediate was completely consumed. The mixture was quenched by the addition of 10% aq. citric acid (40 mL). The phases were separated and the organic layer was washed with another 10% aq. citric acid (40 mL). The organic extracts were dried over MgS04 and concentrated. Compound P11a (4.0 g, 60%) was obtained as a brown oil.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Dibromo-5-(tert-butyl)benzene, its application will become more common.
Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
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