Solvent-free nitration of electron-rich arenes

Bhumasamudram Jagadish, Nathaniel R. Hurley, Eugene A Mash

Research output: Contribution to journalArticle

Abstract

Nitration of relatively electron-rich arenes does not require an additive or a solvent. For example, reaction on a gram scale of anisole with acetyl nitrate, generated in situ by mixing 100% HNO3 with acetic anhydride, produced 2,4-dinitroanisole in 82% yield after crystallization of the crude product. Results with five additional monosubstituted benzene derivatives possessing highly activated, weakly activated, or weakly deactivated rings are reported.

Original languageEnglish (US)
Pages (from-to)2395-2398
Number of pages4
JournalSynthetic Communications
Volume47
Issue number24
DOIs
StatePublished - Dec 17 2017

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Benzene Derivatives
Nitration
Crystallization
Nitrates
Electrons
2,4-dinitroanisole
anisole
acetic anhydride

Keywords

  • 2,4-Dinitroanisole
  • additive-free
  • nitration
  • solvent-free

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Solvent-free nitration of electron-rich arenes. / Jagadish, Bhumasamudram; Hurley, Nathaniel R.; Mash, Eugene A.

In: Synthetic Communications, Vol. 47, No. 24, 17.12.2017, p. 2395-2398.

Research output: Contribution to journalArticle

Jagadish, Bhumasamudram ; Hurley, Nathaniel R. ; Mash, Eugene A. / Solvent-free nitration of electron-rich arenes. In: Synthetic Communications. 2017 ; Vol. 47, No. 24. pp. 2395-2398.
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