Electric Literature of 50548-45-3,Some common heterocyclic compound, 50548-45-3, name is 1-Bromodibenzo[b,d]furan, molecular formula is C12H7BrO, 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.
(Synthesis of Compound A) (0152) (0153) 70 mL of an anhydrous THF solution of 10.6 g (42.9 mmol) of 1-bromodibenzofuran was added to a 500 mL, three-necked flask, and stirred at about ?78° C. 27 mL (42.9 mmol) of a hexane solution of 1.58 M n-BuLi was added dropwise, followed by stirring for about 2.5 hours. 85 mL of an anhydrous THF solution of 9.30 g (35.6 mmol) of 3-bromobenzophenone was added dropwise, followed by stirring for about 2 hours and then stirring at room temperature for about 3 hours. After the reaction was complete, a 1 N aqueous hydrochloric acid solution was added thereto and stirred for about 1 hour. The resulting product was washed with water, and the organic phase was concentrated to obtain a material having a candy-like consistency. The material having a candy-like consistency, 50 mL of glacial acetic acid, and 2.4 mL of hydrochloric acid were added to a 500 mL eggplant (e.g., pear-shaped) flask, followed by heating and stirring under a nitrogen atmosphere at about 130° C. for about 2 hours. The reaction mixture was added dropwise to 350 mL of water in a flask stored over ice, thus precipitating white crystals. The solid thus produced was filtered, washed with methanol, and dried. 13.3 g of a white powder was obtained as the target material at a yield of 78percent. (0154) The molecular weight of the product was measured using fast atom bombardment-mass spectrometry (FAB-MS) to be 411, consistent with Compound A.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromodibenzo[b,d]furan, its application will become more common.
Reference:
Patent; Samsung Display Co., Ltd.; ITOI, Hiroaki; (146 pag.)US2017/170402; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary