Some common heterocyclic compound, 3939-09-1, name is 2,4-Difluorobenzonitrile, molecular formula is C7H3F2N, 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. 3939-09-1
Potassium tert-butoxide (216 ml, 1M in tetrahydrofuran, 216 mmol) was added to ice-cooled methanol (8.7 ml, 216 mmol), and the solution stirred for 40 minutes. The resulting suspension was added dropwise to a solution of 2,4-difluorobenzonitrile (30 g, 216 mmol) in tetrahydrofuran at -78 C. Once addition was complete the reaction was allowed to warm to room temperature and stirred for 18 hours. The reaction was diluted with hexane (200 ml) and the mixture washed with water (200 ml), brine (2*200 ml), then dried (MgSO4) and evaporated under reduced pressure. The residual solid was recrystallized from ethyl acetate:hexane to give the title compound, 9.8 g. 1H-NMR (CDCl3, 300 MHz) delta: 3.90 (s, 3H), 6.70 (m, 2H), 7.55 (dd, 1H). LRMS: m/z ES+ 152 [MH+]
The chemical industry reduces the impact on the environment during synthesis 2,4-Difluorobenzonitrile. I believe this compound will play a more active role in future production and life.
Reference:
Patent; Barber, Christopher Gordon; Bunnage, Mark Edward; Harvey, John Wilson; Mathias, John Paul; US2005/20611; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts