These common heterocyclic compound, 59-48-3, name is Indolin-2-one, 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. 59-48-3
To a solution of indolin-2-one (5 g, 37.55 mmol) and LiCl (5.6 g, 131.4 mmol) in THF (100 mL) was added w-BuLi (2.5 M, 30 mL) at -78 ¡ãC. The mixture was stirred at -78 ¡ãC for 20 min, followed by the addition of Mel (4.8 mL, 75.1 mmol). The reaction was stirred at 25 ¡ãC overnight, then quenched with saturated aqueous NH4C1 (100 mL) and diluted with EtOAc (100 mL x 3). The organic phase was washed with H20 (100 mL) followed by brine (100 mL), dried over anhydrous a2S04, filtered and concentrated in vacuo. The residue was purified by a silca gel column chromatography (PE/EtOAc (v/v) = 8/1) to give the title compound as a white solid (2.92 g, 48.3percent). MS (ESI, pos. ion) m/z: 162 [M + H]+; NMR (CDCI3) delta (ppm): 9.23 (s, 1H), 7.21-7.18 (m, 2H), 7.04 (t, 1H), 6.96 (d, 1H), 1.41 (s, 6H).
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 59-48-3.
Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD; XI, Ning; WANG, Ruyong; WANG, Liang; WO2014/89324; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem