These common heterocyclic compound, 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, 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. category: indolines-derivatives
General procedure: The isatin ( 0.01 mol scale) was dissolved in 50 ml of CH3OH in a 150 ml round bottomed flask equipped with a reflux condenser and a stir bar. The mixture was brought to reflux that was followed by gradual addition of KBH4 (0.27 g, 0.005 mol). The reaction mixture continued to stir under reflux for 1 hour. While heating, the stopper of the round bottomed flask was removed 2-3 times and the flask was shaken to saturate the reaction mixture with air. After 1 hour, the solution was cooled to room temperature and the indirubin precipitated out of the solution. The solid was isolated by filtration and was further purified by recrystallization from 95% C2H5OH or by column chromatograph on silica gel. Indirubin and 10 indirubin derivatives in Z form were synthesized by this method. The structures of the indirubins were determined by 1H NMR, 13C NMR, MS, IR, UV and elemental analysis, and the stereochemistry was assigned by comparing the spectra data to published reports or comparing to authentic samples.
The synthetic route of 5-(Trifluoromethoxy)indoline-2,3-dione has been constantly updated, and we look forward to future research findings.
Reference:
Article; Wang, Cuiling; Yan, Jiaxu; Du, Mo; Burlison, Joseph A.; Li, Chi; Sun, Yanni; Zhao, Danqing; Liu, Jianli; Tetrahedron; vol. 73; 19; (2017); p. 2780 – 2785;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem