Reference of 1647-23-0,Some common heterocyclic compound, 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, molecular formula is C6H13Br, 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.
Into a 1 L round bottom flask equipped with a dropping funnel and a reflux condenser, 14.1 g (580 mmol) of shaved magnesium was added and 60 ml THF was added. Magnesium was etched slightly with a few iodine crystals, then 2 g of 1-bromo-3,3-dimethyl-butane was added and the mixture was locally heated. After the onset of Grignard formation, the remainder of 1-bromo-3,3-dimethyl-butane (total 88.1 g, 553 mmol) in 350 ml of THF was added within 20 minutes. The mixture was refluxed for 1.5 hours and then cooled to room temperature. In a separate 2 L round bottom flask, 63.9 g (464 mmol) of 2-chloro-benzonitrile and 141 mg (0.16 mol%) of copper (I) iodide were dissolved in 265 ml of THF. The Grignard solution was added dropwise over 30 minutes and the reaction mixture was refluxed for 3 hours. After standing overnight at room temperature, a mixture of 190 ml of water and 127 ml of concentrated hydrochloric acid was added very carefully to produce a strongly exothermic reaction. The mixture was stirred at 50 C. for 1 hour and the layers were separated. The aqueous layer was extracted twice with 150 ml each of toluene. The combined organic layers were washed twice with 2 M sulfuric acid, once with saturated sodium bicarbonate solution and once with saturated sodium chloride solution. After drying over magnesium sulfate, the solvent was evaporated in vacuo to give 103.8 g (quantitative) of the desired phenone as a slightly 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-Bromo-3,3-dimethylbutane, its application will become more common.
Reference:
Patent; LUMMUS NOVOLEN TECHNOLOGY GMBH; (91 pag.)JP6196581; (2017); B2;,
Bromide – Wikipedia,
bromide – Wiktionary