Introduction of a new synthetic route about 1-Bromo-2,3-difluorobenzene

According to the analysis of related databases, 38573-88-5, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 38573-88-5 as follows. 38573-88-5

Intermediate 25; 4-(2,3-Difluorophenyl)-3-butyn-1-ol; To a solution of 1-bromo-2,3-difluorobenzene (10.0 g, 51.82 mmol, Aldrich) in dimethylamine (200 ml) under nitrogen were added Bis(tripheylphenylphosphine)palladium(II) dichloride (0.73 g, 1.037 mmol), copper(I) iodide (0.1 g, 0.525 mmol) and 3-butyn-1-ol (11.76 ml). The temperature was raised from ambient to 65¡ã C. and held there with stirring for 20 h, after which the mixture was cooled and all volatiles removed by rotary evaporation. The residue was partitioned between a mixture of 2N HCl (400 ml), brine (100 ml) and dichloromethane (400 ml). A second 100 ml dichloromethane extract and the layers were separated and aqueous was washed with DCM (100 ml). Extracts were combined and the mixture passed through a hydrophobic frit and evaporated under reduced pressure to give a dark brown oil. This oil was purified using a CombiFlash.(R). Companion.(R). 330 g Redisep.(R). silica column eluting with a gradient of cyclohexane:ether (0 to 100percent) affording the title compound as a light orange oil (9.149).H.p.l.c. Rt=2.76 min.1H nmr (CDCl3) delta: 1.88 (1H, t), 2.75 (2H, t), 3.86 (2H, q), 7.01 (1H, m), 7.10 (1H, m), 7.17 (1H, m).

According to the analysis of related databases, 38573-88-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Camus, Laure; Chudasama, Reshma; Day, Caroline Jane; Deshmukh, Deepali; Gleason, John Gerald; Harling, John David; Lee, Chao-Pin; Saklatvala, Paula; Senger, Stefan; Vallance, Sarah; Watson, John; Watson, Nigel Stephen; Young, Robert John; Yuan, Barbara; US2008/306045; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary