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Issue 14, 2016
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N-Butylpyrrolidinone as a dipolar aprotic solvent for organic synthesis

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Abstract

Dipolar aprotic solvents such as N-methylpyrrolidinone (or 1-methyl-2-pyrrolidone (NMP)) are under increasing pressure from environmental regulation. NMP is a known reproductive toxin and has been placed on the EU “Substances of Very High Concern” list. Accordingly there is an urgent need for non-toxic alternatives to the dipolar aprotic solvents. N-Butylpyrrolidinone, although structurally similar to NMP, is not mutagenic or reprotoxic, yet retains many of the characteristics of a dipolar aprotic solvent. This work introduces N-butylpyrrolidinone as a new solvent for cross-coupling reactions and other syntheses typically requiring a conventional dipolar aprotic solvent.

Graphical abstract: N-Butylpyrrolidinone as a dipolar aprotic solvent for organic synthesis

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Publication details

The article was received on 04 Apr 2016, accepted on 26 Apr 2016 and first published on 26 Apr 2016


Article type: Paper
DOI: 10.1039/C6GC00932H
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Green Chem., 2016,18, 3990-3996

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    N-Butylpyrrolidinone as a dipolar aprotic solvent for organic synthesis

    J. Sherwood, H. L. Parker, K. Moonen, T. J. Farmer and A. J. Hunt, Green Chem., 2016, 18, 3990
    DOI: 10.1039/C6GC00932H

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