A Simple, Efficient and Selective α-Monobromination for Arylacenones under Solvent-Free Condition

Ming Xing Liu; Li Xiu Hu; Xian Wen Wang; Hong Da Zhu

doi:10.4028/www.scientific.net/AMR.396-398.1079

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HomeAdvanced Materials ResearchAdvanced Materials Research Vols. 396-398A Simple, Efficient and Selective...

A Simple, Efficient and Selective α-Monobromination for Arylacenones under Solvent-Free Condition

Abstract:

The α-bromination reaction of arylacenones with 1,2-dipyridiniumditribromide-ethane (DPTBE) as brominating agent under solvent-free condition, selectively gave the corresponding α-bromoarylacenones derivatives with a simple procedure and excellent yields.

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Advanced Materials Research (Volumes 396-398)

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1079-1082

DOI:

https://doi.org/10.4028/www.scientific.net/AMR.396-398.1079

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Online since:

November 2011

Authors:

Ming Xing Liu, Li Xiu Hu, Xian Wen Wang, Hong Da Zhu

Keywords:

1 2-Dipyridiniumditribromide-Ethane, Arylacenones, Bromination

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References

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[14] DPTBE (1,2-dipyridiniumditribromide-ethane) was prepared according to the reference described method [10] and the prepared conditions were improved. The typical procedure was as follows: pyridine (18 mL, 0.2 mol), 1,2-dibromoethane (8.6 mL, 0.1 mol) and the anhydrous ethanol (15 mL) were refluxed for 50 min. Then, the resultant solid was washed with ether. The white intermediate product 1,2-dipyridiniumdibromide-ethane (DPDBE) was obtained (61.9 g). DPDBE was dissolved in water. To this was added KBr (107 g, 0.9 mol) followed by an aqueous solution of Oxone (110 g, 0.18 mol dissolved in 140 mL of water) over a period of 30 min. The mixture was reacted at room temperature for 60 min. The orange precipitate was filtered, dried and recrystallized from acetonitrile to DPTBE.

DOI: 10.7554/elife.31343.009

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