2058-72-2, A common compound: 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, belongs to indolines-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.
General procedure: A two-necked round-bottom flask with a magnetic stirring bar was flushed with nitrogen at r.t. MgBr2 (225 mg, 1.2 mmol), an N-substituted isatin 1 (1.0 mmol), ethyl propiolate (2; 1.3 equiv) and freshly distilled CH2Cl2 (5.0 mL) were added to the flask. The suspension mixture was stirred at r.t. for 5 h before turning into a pale yellow, homogeneous solution. The reaction was quenched by the dropwise addition of 10 % aqueous NaHCO3 (3 mL). The resulting two phases were separated, and the aqueous phase was extracted with EtOAc (30 mL). The combined organic layer was then washed with brine, dried over anhydrous MgSO4 and concentrated. The obtained crude product was purified by silica gel column chromatography (EtOAc/hexane, 20:80) to afford the corresponding ester 3.
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Reference:
Article; Lingam, Kandapalam Arun Prasath; Amutha, Periyasamy; Yuvaraj, Paneerselvam; Selvakumar, Kodirajan; Synthesis; vol. 50; 3; (2018); p. 599 – 606;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem