Synthetic Route of 630-18-2,Some common heterocyclic compound, 630-18-2, name is Pivalonitrile, molecular formula is C5H9N, 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.
Step 1: Synthesis of N-hydroxy-2,2-dimethyl-propionamidine (Intermediate 20, Table 4) The title compound is prepared from commercially available materials by those skilled in the art by adaptation of a patent reference (Neighbors et al, US 3,547,621). To a solution of hydroxylamine hydrochloride (6.80 g, 97.9 mmol) in water (15 mL) is added slowly a solution of potassium carbonate (6.15 g, 44.5 mmol) in water (10 mL) and 2,2-dimethyl propionitrile (6.25 g, 89.0 mmol) in ethanol (50 mL). The mixture is stirred at room temperature for 30 min then heated at reflux for 16 h. After this time, dichloromethane (75 mL) and water (50 mL) are added and the aqueous layer is extracted with dichloromethane (3 x 50 mL). The organic layers are combined, washed with brine (20 mL), dried (Na2SO4), filtered and concentrated under reduced pressure to afford the title compound as a white solid (6.15 g, 60%). 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.21 (9 H, s), 4.57 (2 H, br. s.), 9.15 (1 H, br. s.).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Pivalonitrile, its application will become more common.
Reference:
Patent; Boehringer Ingelheim International GmbH; Boehringer Ingelheim Pharma GmbH & Co. KG; EP2418207; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts