Computed Properties of C9H7NO2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2058-74-4 as follows.
A solution of N-methylisatin (322 mg, 2.0 mmol), indole (234 mg, 2.0 mmol), and K2CO3 (138 mg, 1.0 mmol) in aqueous DMF (H2O/DMF, 2:1, 5.0 mL) was heated to 50 oC for 3 h. After aqueous extractive workup and column chromatographic purification process (n-hexane/EtOAc, 1:1), 3-hydroxy-3-(1H-indol-3-yl)-1-methylindolin-2-one was obtained as a white solid, 440 mg (79%).1-4 To a stirred solution of 3-hydroxy-3-(1H-indol-3-yl)-1-methylindolin-2-one (278 mg, 1.0 mmol) in DMF (3.0 mL) was added t-BuOK (125 mg, 1.1 mmol) and iodomethane (158 mg, 1.1 mmol) successively at 0 oC. The reaction mixture was stirred at room temperature for 2 h. After aqueous extractive workup and column chromatographic purification process (n-hexane/EtOAc, 3:1), 3-hydroxy-1-methyl-3-(1-methyl-1H-indol-3-yl)indolin-2-one was obtained as a white solid, 200 mg (68%).1,4 A solution of 3-hydroxy-1-methyl-3-(1-methyl-1H-indol-3-yl)indolin-2-one (146 mg, 0.5 mmol) and p-cresol (162 mg, 1.5 mmol) in CH2Cl2 (3.0 mL) was stirred at room temperature in the presence of montmorillonite K-10 (438 mg, 300%, w/w) for 2 h. The reaction mixture was filtered through a pad of Celite and washed thoroughly with CH2Cl2. After removal of solvent and column chromatographic purification process (n-hexane/EtOAc, 5:1) 1a was obtained as a white solid, 138 mg (72%).
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Reference:
Note; Seo, Da Young; Lee, Sangku; Min, Beom Kyu; Kim, Jae Nyoung; Bulletin of the Korean Chemical Society; vol. 39; 8; (2018); p. 1011 – 1014;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem