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A new recyclable 1,4-bis(3-methylimidazolium-1-yl)butane ditribromide [bMImB]·(Br₃)₂ ionic liquid reagent for selective bromination of anilines or phenols and α-bromination of alkanones under mild conditions

Author:
Veisi, Hojat, Sedrpoushan, Alireza, Mohammadi, Pourya, Faraji, Ali Reza, Sajjadifar, Sami
Source:
RSC advances 2014 v.4 no.49 pp. 25898-25903
ISSN:
2046-2069
Subject:
acetonitrile, ambient temperature, bromination, bromine, butanes, ionic liquids, phenols, washing, water solubility
Abstract:
1,4-Bis(3-methylimidazolium-1-yl)butane ditribromide [bMImB]·(Br₃)₂ has been synthesized and explored as a new efficient brominating agent. The crystalline ditribromide reagent is stable for months and acts as a safe source of bromine requiring just 0.5 equiv. for complete bromination. It has a high active bromine content per molecule and shows a remarkable reactivity toward various substrates in acetonitrile at room temperature. The prepared reagents were used as a green recyclable reaction media for the selective bromination of anilines, phenols and α-bromination of alkanones in excellent yields. The product can easily be isolated by just washing the highly water soluble 1,4-bis(3-methylimidazolium-1-yl)butane ditribromide [bMImB]·(Br₃)₂ from the brominated product. The spent reagent can be recovered, regenerated, and reused without any significant loss.
Agid:
6650279