630-18-2, name is Pivalonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 630-18-2
A solution of 2-bromobenzo[h]quinoline (1.52 g, 5.89 mmol) in THF (36 ml) was cooled to -78 oC and after 10 minutes a solution of 2.5 M of n-butyllithium in n-hexane (2.47 ml, 6.18 mmol) was added slowly. The resulting dark red solution was stirred at this temperature for 1 hour and then a solution of 2,2-dimethylpropanonitrile (0.78 ml, 7.04 mmol) in THF (5 ml) was added drop-wise. The solution was stirred for a further hour at -78 oC and finally allowed to warm slowly to ambient temperature. A solution of 1 M H2SO4 (25 ml, 25 mmol) was then added and the mixture was heated under reflux for 3 hours: After cooling, the organic phase was separated and the aqueous phase was extracted with Et2O (3 x 15 ml). The organic phases were combined, dried over anhydrous Na2SO4 and the solvent evaporated under reduced pressure. The residue was purified by flash chromatography (eluent: petroleum ether /acetate = 9/1) to give 1.24 g (80% yield) of 1-(benzo[h]quinolin-2-yl)-2,2-dimethylpropanone in the form of a yellow solid; melting point: 88-90 oC. Elemental analysis (%) calculated for C18H17NO: C, 82.10; H, 6.51; N, 5.32. Found: C, 82.10; H, 6.51; N, 5.32. 1H NMR (CDCl3): delta 9.20 (d, J= 7.8 Hz, 1H), 8.13 (s, 2H), 7. 84 (d, J= 7. 8 Hz, 1H), 7.80-7.73 (m, 2H), 7. 73-7. 62 (m, 1H), 7.56 (d, J= 9 Hz, 1H), 1.67 (s, 9H). 13C{1H} NMR (CDCl3): delta 206.7, 152.1, 144.5, 136.3, 133.7, 131.8, 129.5, 128.4, 127.9, 127.5, 124.9, 124.5, 121.2, 44.3, 28.0.
The synthetic route of 630-18-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Universita’ Degli Studi di Udine; RIGO, Pierluigi; BARATTA, Walter; SIEGA, Katia; CHELUCCI, Giorgio Adolfo; BALLICO, Maurizio; MAGNOLIA, Santo; EP2178843; (2013); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts