These common heterocyclic compound, 16800-68-3, name is 1-Acetylindolin-3-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. Application In Synthesis of 1-Acetylindolin-3-one
General procedure: To 5-bromo-N-acetyl indoxyl (0.018 mole), Titanium isopropoxide (0.027 mole) was added under nitrogen atmosphere. The mass was stirred for 30 min at room temperature. N-Methyl piperazine (0.02 mole) was added neat to the above complex. The reaction mass was further at room temperature for 5 hr. Absolute ethanol (20 mL) was added to the thick slurry mass followed by the addition of sodium triacetoxyborohydride (0.036 mole). After completion of the reaction (TLC), the reaction mass was diluted with water (100 mL) and the precipitated titanium complex was removed by filtration. The solid on the filter was washed with ethyl acetate till colourless filtrate was obtained. The filtrate was basified with aqueous ammonia whereby compound went into organic layer. The organic layer was separated, washed with brine solution (1 x 50 mL) and dried over anhydrous magnesium sulfate. Solvent was removed under reduced pressure and the residual mass was purified by flash chromatography over silica gel using 70 % ethylacetate in n-hexane to obtain the title compound in 70% yield.
The synthetic route of 1-Acetylindolin-3-one has been constantly updated, and we look forward to future research findings.
Reference:
Article; Nirogi, Ramakrishna V.S.; Deshpande, Amol D.; Kambhampati, Ramasastri; Badange, Rajesh Kumar; Kota, Laxman; Daulatabad, Anand V.; Shinde, Anil K.; Ahmad, Ishtiyaque; Kandikere, Vishwottam; Jayarajan, Pradeep; Dubey; Bioorganic and Medicinal Chemistry Letters; vol. 21; 1; (2011); p. 346 – 349;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem