(3,5-Di-tert-butylphenyl)(1H-pyrazol-1-yl)methanone

Doherty, Katrina E.; Wadey, Geoffrey P.; León Sandoval, Arturo; Leadbeater, Nicholas E.

doi:10.3390/M1468

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(3,5-Di-tert-butylphenyl)(1H-pyrazol-1-yl)methanone

by

Katrina E. Doherty

^†,

Geoffrey P. Wadey

^†,

Arturo León Sandoval

and

Nicholas E. Leadbeater

^*

Department of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, CT 06269-3060, USA

^*

Author to whom correspondence should be addressed.

^†

These authors contributed equally to this work.

Molbank 2022, 2022(4), M1468; https://doi.org/10.3390/M1468

Submission received: 30 September 2022 / Revised: 12 October 2022 / Accepted: 13 October 2022 / Published: 18 October 2022

(This article belongs to the Section Organic Synthesis and Biosynthesis)

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Abstract

The acyl pyrazole derivative (3,5-di-tert-butylphenyl)(1H-pyrazol-1-yl)methanone was prepared simply and rapidly in 86% isolated yield by means of an oxidative functionalization reaction of an aldehyde with pyrazole. A substoichiometric quantity of 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium nitrate was used as the oxidant. The reaction was performed solvent-free and in the absence of a base, making it a clean, green approach. The mixture of aldehyde, pyrazole, and the oxidant was heated at 55 °C for 3 h, and then, the product was isolated in analytically pure form via extraction with no need for column chromatography.

Keywords: oxoammonium salt; oxidative functionalization; aldehyde; pyrazole; acyl pyrazole; green chemistry; solvent-free

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MDPI and ACS Style

Doherty, K.E.; Wadey, G.P.; León Sandoval, A.; Leadbeater, N.E. (3,5-Di-tert-butylphenyl)(1H-pyrazol-1-yl)methanone. Molbank 2022, 2022, M1468. https://doi.org/10.3390/M1468

AMA Style

Doherty KE, Wadey GP, León Sandoval A, Leadbeater NE. (3,5-Di-tert-butylphenyl)(1H-pyrazol-1-yl)methanone. Molbank. 2022; 2022(4):M1468. https://doi.org/10.3390/M1468

Chicago/Turabian Style

Doherty, Katrina E., Geoffrey P. Wadey, Arturo León Sandoval, and Nicholas E. Leadbeater. 2022. "(3,5-Di-tert-butylphenyl)(1H-pyrazol-1-yl)methanone" Molbank 2022, no. 4: M1468. https://doi.org/10.3390/M1468

APA Style

Doherty, K. E., Wadey, G. P., León Sandoval, A., & Leadbeater, N. E. (2022). (3,5-Di-tert-butylphenyl)(1H-pyrazol-1-yl)methanone. Molbank, 2022(4), M1468. https://doi.org/10.3390/M1468

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(3,5-Di-tert-butylphenyl)(1H-pyrazol-1-yl)methanone

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