synthesis of 4,4-(cyclohexane-1,1-diyl)bis(1-methyl- 1h-pyrazol-5-ol)合成4,4u2019-(cyclohexane-1 1-diyl)bis(1号- 1 h-pyrazol-5-ol).pdfVIP

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synthesis of 4,4-(cyclohexane-1,1-diyl)bis(1-methyl- 1h-pyrazol-5-ol)合成4,4u2019-(cyclohexane-1 1-diyl)bis(1号- 1 h-pyrazol-5-ol).pdf

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synthesis of 4,4-(cyclohexane-1,1-diyl)bis(1-methyl- 1h-pyrazol-5-ol)合成4,4u2019-(cyclohexane-1 1-diyl)bis(1号- 1 h-pyrazol-5-ol)

Molbank 2008, M569 OPEN ACCESS molbank ISSN 1422-8599 /molbank Short Note Synthesis of 4,4-(Cyclohexane-1,1-diyl)bis(1-methyl- 1H-pyrazol-5-ol) Gernot A. Eller * and Wolfgang Holzer Department of Drug and Natural Product Synthesis, University of Vienna, Althanstrasse 14, A-1090 Vienna, Austria. Email: gernot.eller@univie.ac.at; Fax: +43-1-4277-9556 * Author to whom correspondence should be addressed. Received: 1 July 2008 / Accepted: 19 August 2008 / Published: 22 August 2008 Abstract: Methyl (2E)-3-methoxyacrylate and excess methylhydrazine yield crude 1- methyl-2-pyrazolin-5-one which is reacted with cyclohexanone to obtain the title 1 13 15 compound in 86% yield. Detailed spectroscopic data ( H NMR, C NMR, N NMR, and MS) are presented. Keywords: Pyrazolones, cyclohexanone adduct, NMR spectroscopy. 1. Introduction During our ongoing research on pyrano[2,3-c]pyrazol-4(1H)-ones [1–5] we were interested in the not yet commercially available methylpyrazolone 1. Although dozens of patents and journal articles deal with its synthesis, most of them include multi-step reactions or seem to be less suited for laboratory scale preparations. Thus, we chose to follow a patent protocol, which starts from alkoxyacrylic alkyl esters and alkylhydrazines [6]. Recently, we have successfully applied that procedure to yield the unsu