The origin of a common compound about 28342-75-8

According to the analysis of related databases, 28342-75-8, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H2Br2F2

Step 1: Synthesis of (3aR,5R,7aS)-5-[(benzyloxy)methyl]-7a-(5-bromo-2,4-difluorophenyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole (C6) P1 (4.01 g, 16.5 mmol) was added to a three neck round-bottomed flask (oven dried) equipped with a thermocouple, a nitrogen inlet and mechanical overhead stirrer. Toluene:isopropyl ether (1:1, 160 mL) was added and the resulting solution was cooled to -74¡ã C. Boron trifluoride-diethyl etherate (46.5percent, 4.91 ml, 18.5 mmol) was added and the resulting solution was allowed to stir at -74¡ã C. for 30 minutes. 2,4-Difluoro-1,5-di-bromobenzene (5.01 g, 18.4 mmol) was added followed by a slow addition of n-butyllithium (2.5 M in hexanes, 6.96 mL, 17.4 mmol) ensuring the internal temperature did not rise >5¡ã C. The resulting solution was allowed to stir at -78¡ã C. for 90 minutes. Saturated aqueous ammonium chloride (100 mL) was added and the resulting mixture was allowed to warm to room temperature, at which point it was partitioned between ethyl acetate (1*200 mL) and water (1*600 mL). The organic layer was extracted and the aqueous was back extracted with ethyl acetate (3*200 mL). The combined organics were washed with brine (1*100 mL) and the organic layer was dried over sodium sulfate, filtered, and the filtrate concentrated in vacuo Silica gel chromatography (Gradient 10percent to 70percent ethyl acetate in heptane) provided the product as a clear oily residue. Yield: 3.11 g, 7.06 mmol, 43percent. 1H NMR (400 MHz, CD3OD), delta 8.09 (t, J=8.3 Hz, 1H), 7.31-7.36 (m, 4H), 7.25-7.29 (m, 1H), 7.12 (dd, J=11.5, 8.4 Hz, 1H), 4.55 (s, 2H), 4.06 (dd, J=12.6, 1.7 Hz, 1H), 3.78 (d, J=12.5 Hz, 1H), 3.73-3.8 (m, 1H), 3.69 (d, J=7.2 Hz, 1H), 3.53-3.57 (m, 2H), 3.49 (dd, J=7.3, 5.2 Hz, 1H), 3.05-3.11 (m, 1H), 1.82-1.87 (m, 1H), 1.52-1.61 (m, 1H).

According to the analysis of related databases, 28342-75-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; Brodney, Michael Aaron; Beck, Elizabeth Mary; Butler, Christopher Ryan; Davoren, Jennifer Elizabeth; O’Neill, Brian Thomas; US2014/163015; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary