16532-79-9, A common heterocyclic compound, 16532-79-9, name is 4-Bromophenylacetonitrile, molecular formula is C8H6BrN, its 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.
To a solution of 2-(4-bromophenyl)acetonitrile (130.0 g, 0.7 mol) and iodomethane (103.9 mL, 1.7 mol) in THF (1.0 L) was added NaH (60% dispersion in mineral oil, 66.7 g, 1.7 mol) in small portions at 10 C. After completion of the addition, the mixture was stirred at 10 C. for another 2 hours. The mixture was poured into ice water (2.0 L) and extracted with EtOAc (1.5 L). The organic layer was washed with saturated aqueous NaCl, dried over anhydrous MgSO4 and concentrated to yield compound 1 (175 g, containing mineral oil) as a yellow oil, which was used directly without further purification. 1H NMR (CDCl3, 300 MHz) delta 7.52 (d, J=9.0 Hz, 2H), 7.38 (d, J=9.0 Hz, 2H), 1.72 (s, 6H).
The synthetic route of 16532-79-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; THERAVANCE, INC.; US2012/157383; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts