New learning discoveries about 1996-30-1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-Bromo-4-fluorochlorobenzene.

Adding some certain compound to certain chemical reactions, such as: 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1996-30-1. 1996-30-1

Intermediate 7A. 3-Chloro-l-(5-chloro-2-fluorophenyl)propan-l-one: In a flame-dried 3 -neck flask, 2-bromo-4-chloro-l-fluorobenzene (2.0 g, 9.55 mmol) was dissolved in THF (anhydrous) (28.9 mL) under argon. Isopropylmagnesium chloride (2 M in THF) (5.01 mL, 10.03 mmol) was added, and the reaction was stirred at rt. To this solution was added zinc chloride (0.5 M in THF) (20.44 mL, 10.22 mmol) and the mixture was stirred at ambient temperature for 40 min. To the reaction was then added Pd(PPh3)4 (0.276 g, 0.239 mmol), and the mixture was cooled to 0 C. A solution of 3- chloropropanoyl chloride (0.981 mL, 10.22 mmol) in THF (2.89 mL) was added, and the reaction was stirred for 2 h at 0 C. The reaction mixture was then quenched with 3 N HCl, diluted with water, and extracted with Et20 (3x). The combined organics were dried (MgS04), filtered and evaporated to yield a grainy yellow liquid, which was purified using silica gel chromatography to obtain a colorless oil, 3-chloro-l-(5-chloro-2- fluorophenyl)propan-l-one (0.405 g, 19%). MS (ESI) m/z: 221.0 (M+H)+. 1H NMR (400 MHz, CDC13) delta 7.88 (dd, J = 6.3, 2.8 Hz, 1H), 7.51 (ddd, J = 8.8, 4.3, 2.8 Hz, 1H), 7.13 (dd, J = 10.2, 8.7 Hz, 1H), 3.94 – 3.88 (m, 2H), 3.46 (td, J = 6.6, 3.2 Hz, 2H) ppm.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-Bromo-4-fluorochlorobenzene.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LAM, Patrick Y.S.; CLARK, Charles G.; CORTE, James R.; EWING, William R.; GILLIGAN, Paul J.; JEON, Yoon; YANG, Wu; SMITH, Leon, M., II.; WANG, Yufeng; WO2013/22814; (2013); A1;,
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