Journal
CHEMICAL PAPERS
Volume 74, Issue 10, Pages 3259-3268Publisher
SPRINGER INTERNATIONAL PUBLISHING AG
DOI: 10.1007/s11696-020-01150-0
Keywords
Amino-functional imidazolium ionic liquids; Acetylation; Catalyst; Acetic anhydride; Solvent-free condition; Boc-NH-EMIM; OAc
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Funding
- Department of Science and Technology, India [SERB/F/8435/2015-16]
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Herein, we report the synthesis of task-specific amino-functionalized imidazolium ionic liquid, acetate1-(2-tert-butoxycarbonylamino-ethyl)-3-methyl-3H-imidazol-1-ium; (Boc-NH-EMIM.OAc), as an efficient catalyst for the acetylation of alcohols, phenols, and amines in the presence of acetic anhydride (acetylating reagent). Remarkably, acetic anhydride in the presence of 10 mol% of catalyst (Boc-NH-EMIM.OAc) under solvent-free conditions showed excellent acetylation activity in shorter duration of time. On the basis of this, a general procedure for acetylation of alcohols, phenols, and amines has been developed. The ionic liquid (Boc-NH-EMIM.OAc) can be readily recovered and reused successfully up to four consecutive cycles without any significant loss of its catalytic activity. We have been able to show that this acetylating method has many advantages. It gives high yields, takes shorter time, and develops the possibility of benign environmental-friendly process.
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