Synthetic Route of 34916-10-4, These common heterocyclic compound, 34916-10-4, name is 4-Oxo-cyclohexanecarbonitrile, 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.
A solution of (Diethylamino)sulfur trifluoride (46.7 g, 289 mmol) in DCM (200 mL) was slowly added to a solution of 4-oxocyclohexanecarbonitrile (32.4 g, 263 mmol) in DCM (400 mL) at 0C. The reaction mixture was stirred for 2 hrs. and quenched with water (100 mL). The organic layer was separated and dried with anhydrous MgSO4. The solvent was concentrated to provide a 7:3 mixture of 4,4-Difluorocyclohexanecarbonitrile and 4-fluorocyclohex-3-ene-l-carbonitrile. MCPBA 77% (45 g, 200 mmol) was stirred in CHCl3 (600 mL) for 30 min. The solution was dried with anhydrous Na2SO4 and filtred. The 7:3 mixture of 4,4-Difluorocyclohexanecarbonitrile and 4-fluorocyclohex-3-ene-l- carbonitrile was added to the resulting MCPBA solution and stirred at ambient temperature for 18 hrs. The reaction mixture was washed with NaOH 1.5 M (3 x 300 mL) and dried with anhydrous MgSO4. The solvent was concentrated and the residue was distilled under reduced pressure to provide the pure title compound as a colorless liquid. Yield 18.2 g (47%): IHNMR (400 MHz, CHLOROFORM) delta 1.86-1.96 (m, 1 H), 1.95-2.03 (m, 5 H), 2.03-2.22 (m, 2 H), 2.68-2.85 (m, 1 H). EPO
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