Synthetic Route of 1073-06-9,Some common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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.
500ml three-necked flask, magnesium turnings 5.9g (0.24mol), THF20ml,A solution of 38.5 g (0.22 mol) of 3-fluorobromobenzene in 140 mL of THF was added dropwise to prepare 3-fluorophenyl magnesium bromide.Warmed to 60 C,To maintain a steady reaction dropwise 1,4-cyclohexanedione monoethylene ketal 31.2g (0.2mol)And 120ml of toluene dubbed the solution, after the incubation temperature was stirred 3h,Cool to 0 C. Keep the temperature below 10 C slowly add 2N hydrochloric acid 200ml, the upper organic layer was separated,The aqueous layer was extracted once with 120 ml of toluene, the organic phases were combined, the solvent was evaporated to 100 C, 1 g of p-toluenesulfonic acid was added,Ethylene glycol 5g, reflux water 5h to dry out. The reaction solution was washed with aqueous sodium bicarbonate until neutral,Drying toluene,43.1 g (46.8 g) of cyclohexenyl intermediate was obtained in a yield of 92% and a GC purity of 98.6%.
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-fluorobenzene, its application will become more common.
Reference:
Patent; (11 pag.)CN107573212; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary