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N-Butylpyrrolidinone as a dipolar aprotic solvent for organic synthesis

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JournalGreen Chemistry
DateAccepted/In press - 26 Apr 2016
DateE-pub ahead of print - 26 Apr 2016
DatePublished (current) - 21 Jul 2016
Issue number14
Volume18
Number of pages7
Pages (from-to)3990-3996
Early online date26/04/16
Original languageEnglish

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.

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© The Royal Society of Chemistry 2016. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details

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