Category: 77532-79-7

Reference of 77532-79-7,Some common heterocyclic compound, 77532-79-7, name is 5-Fluoro-2-methylbenzonitrile, molecular formula is C8H6FN, 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 nitromethane (0.1 mL) solution of 5-fluoro-2-methylbenzonitrile (1k) (30 mg, 0.222 mmol) wereadded H2O (1.0 mL), DBU (68 mg, 0.444 mmol), copper (I) iodide (8.5 mg, 0.0444 mmol), cesium(I) carbonate (36 mg, 0.111 mmol) at room temperature. The reaction mixture was heated at 100 Cfor 3 h and then poured into water (50 mL). The organic layer was separated and the aqueous layerwas extracted with AcOEt. The combined organic layer was dried over MgSO4. The solvent wasremoved under reduced pressure. The residue was purified by preparative TLC on silica gel elutingwith AcOEt-n-hexane (1:1) to give 5-fluoro-2-methylbenzamide (2k) (20 mg, 59%) as pale yellowpowders.mp 117-119 C,

The synthetic route of 77532-79-7 has been constantly updated, and we look forward to future research findings.

Application of 77532-79-7,Some common heterocyclic compound, 77532-79-7, name is 5-Fluoro-2-methylbenzonitrile, molecular formula is C8H6FN, 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.

2-(Bromomethyl-5-fluorobenzonitrile. N2 was passed through a mixture of 5-fluoro-2-methylbenzonitrile (28.51 g, 211 mmol), NBS (41.31 g, 232 mmol) and AIBN (2.5 g, 15 mmol) in CCl4 (845 mL) for 10 min after which the reaction was heated at reflux for 8 h. After standing at room temperature overnight, the reaction mixture was filtered and the filter cake washed with CCl4 (500 mL). The combined filtrate was evaporated to give a yellow oil. Flash chromatography (SiO2) using 5-25% ethyl acetate/Hexanes as eluent afforded the title compound (29.74 g, 66% yield) as a pale yellow oil. 1H NMR (500 MHz, CDCl3) delta: 7.55 (1H, dd, J=8.6, 5.2 Hz), 7.37 (1H, dd, J=7.9, 2.8 Hz), 7.32-7.28 (1H, m), 4.61 (2H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Fluoro-2-methylbenzonitrile, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/129379; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts