Reference of 2941-29-9, These common heterocyclic compound, 2941-29-9, name is Cyclopentanone-2-carbonitrile, 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 mixture of 2-cyanocyclopentanone (20.0 g, 183 mmol, prepared as described in Fleming et al, J. Org. Chem. 2007, 72, 1431-1436 in the Supporting Information), water (24.7 ml), and sodium cyanide (14.8 g, 302 mmol) was cooled with an ice bath to a temperature of 5 °C to 10 °C. A mixture of sulfuric acid (29.3 ml, 550 mmol) and water (24.7 ml), said mixture having a temperature of 10 °C, was added drop wise within 0.5 h while stirring. The ice bath was then removed, and the mixture was stirred for 2.5 h at room temperature. Water (50 ml) was added, and the mixture was extracted with ethyl acetate (3 x 100 ml). The combined extracts were dried with magnesium sulfate, and pyridine (51 ml, 631 mmol) was added. The solution was cooled with an ice bath to a temperature of 5 °C to 10 °C, and acetyl chloride (40.0 ml, 561 mmol) was added drop wise. The resulting mixture was stirred at 0 °C for 2 h, and then at room temperature overnight. After filtration and concentration under reduced pressure, toluene (100 ml) and ethyldiisopropylamine (94 ml, 553 mmol) were added to the residue, and the mixture was stirred at 100 °C for 6 h, and at room temperature overnight. The mixture was poured into a mixture of aqueous, concentrated hydrochloric acid (68 ml) and water (70 ml), phases were separated, the aqueous phase was extracted with ethyl acetate (3 x 150 ml), the combined extracts were washed with brine, dried with magnesium sulfate, and concentrated under reduced pressure to yield 22.5 g of a dark oil. Distillation (2 mbar) yielded 8.6 g (40percent) of compound of formula (II) (bp 66-71 °C). 1H NMR (CDCls, 400 MHz) compound of formula (II): delta 2.17 (quint, J = 7 Hz, 2H), 2.83 (t, J = 7 Hz, 4H).
The synthetic route of 2941-29-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; LONZA LTD; ZARAGOZA DOERWALD, Florencio; WO2013/102634; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts