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ChemicalBook CAS DataBase List 5-BROMOINDOLINE
22190-33-6

5-BROMOINDOLINE synthesis

9synthesis methods
1-Acetyl-5-bromoindoline

22190-38-1

5-BROMOINDOLINE

22190-33-6

A) 38 g (0.16 mol) of 1-acetyl-5-bromoindoline, 31 g of concentrated hydrochloric acid and 41 g of ethanol were added to the reaction flask and stirred thoroughly to obtain reaction mixture I; B) reaction mixture I was reacted at 78 °C for 4 h. Complete disappearance of the raw materials was confirmed by chromatographic monitoring; C) the reaction mixture was neutralized using 55 g of sodium hydroxide solution; D) the organic phase J and the aqueous phase K were separated; E) the organic phase J was extracted three times using 445 g of chloroform. K; E) Organic phase J was extracted three times with 445 g of chloroform. The organic layers were combined and the solvent was recovered to give 30.74 g of 5-bromodihydroindole in 98.04% yield and ≥99% purity.

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Yield:22190-33-6 98.04%

Reaction Conditions:

with hydrogenchloride in ethanol;water at 78; for 4 h;Green chemistry;Solvent;Temperature;

Steps:

1.4 (4) Synthesis of 5-bromoindoline
A) A mixture of 38 g (0.16 mol) of N-acetyl-5-bromoindoline, 31 g of concentrated hydrochloric acid and 41 g of ethanol was charged into a reaction flask and stirred uniformly to obtain the reaction mixture I; B) reaction mixture I at 78 , reaction 4h, the chromatographic monitoring of raw materials disappeared; C) neutralized with 55 g of sodium hydroxide solution; D) to obtain organic phase J and water phase K; E) The organic phase J was extracted three times with 445 g of chloroform. The organic layers were combined and the solvent was recovered to give 30.74 g of 5-bromoindoline, yield 98.04% and content ≥99%.

References:

Sinosteel Anshan Research Institute of Thermo-energy Co., Ltd.;Wang, Shoukai;Wang, Haiyang;Zhao, Sujuan;Zhao, Wei;Ma, Saiyong;Xu, Haoran;Jin, Dan;Chen, Xing CN106432040, 2017, A Location in patent:Paragraph 0108-0113; 0135-0140; 0162-0167

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