Some common heterocyclic compound, 19155-24-9, name is 3,3-Dimethylindolin-2-one, molecular formula is C10H11NO, 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. Application In Synthesis of 3,3-Dimethylindolin-2-one
To a solution of 3,3-dimethylindolin-2-one (1.5 g, 9.31 mmol) in THF (90 mL) was added borane-THF complex (37.3 mL, 37.22 mmol) at 0 C. The reaction was refluxed at 87 C overnight, then cooled to rt, and quenched with MeOH (10 mL). The mixture was reflux at 85 C for 2 h, and then concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) = 20/1) to give the title compound as yellow oil (0.87 g, 63.5%). MS (ESI, pos. ion) m/z: 148 [M + H]+; NMR (CDCI3) delta (ppm): 7.11-7.07 (m, 2H), 6.80 (t, 1H), 6.69 (d, 1H), 3.57 (s, 1H), 3.35 (s, 2H), 1.37 (s, 6H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19155-24-9, its application will become more common.
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