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ChemicalBook CAS DataBase List AKOS BBS-00001013
776-47-6

AKOS BBS-00001013 synthesis

6synthesis methods
-

Yield:776-47-6 80%

Reaction Conditions:

Stage #1: 5-fluoro-1H-indole-2,3-dionewith sodium hydride in N,N-dimethyl-formamide at 0; for 0.5 h;Inert atmosphere;
Stage #2: ethyl iodide in N,N-dimethyl-formamide at 20; for 5 h;Inert atmosphere;

Steps:

2.2.4. 1-Ethylindoline-2,3-dione (4)

General procedure: A solution of sodium hydride (22 mmol, 0.88 g, 60% wt) in anhydrous DMF (30 mL) was added to a solution of isatin (20 mmol, 2.94 g) in anhydrous DMF (20 mL) at 0 °C under nitrogen atmosphere. The solution became dark purple. After stirring for 30 min, iodoethane(21 mmol, 3.28 g) was added, and the reaction mixture was stirred for another 5 h at room temperature. Water was added to quench the reaction and it was extracted with dichloromethane. The organic layer was washed with water and dried over anhydrous magnesium sulphate.The crude product was purified by column chromatography (petroleum ether:CH2Cl2=1:1) to afford compound 4 as orange solid [23]. 2.62 g,75%.

References:

Jiang, Hua;Hu, Qian;Cai, Jinfang;Cui, Zhihua;Zheng, Jinhuan;Chen, Weiguo [Dyes and Pigments,2019,vol. 166,p. 130 - 139]

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