1-(((6-(Methoxycarbonyl)-5-oxononan-4-yl)oxy)carbonyl)cyclopropane-1-carboxylic Acid

Author:

Gorlov Evgenii S.1ORCID,Shuingalieva Diana V.123,Ilovaisky Alexey I.13,Vil’ Vera A.13ORCID,Terent’ev Alexander O.13ORCID

Affiliation:

1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospect, Moscow 119991, Russia

2. Faculty of Engineering Chemical Technology, D. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Square, Moscow 125047, Russia

3. All-Russian Research Institute for Phytopathology, B. Vyazyomy, Moscow 143050, Russia

Abstract

Here, we first report the 2′-acyloxy-1,3-dicarbonyl compound construction in a three-component oxidative reaction of alkyl ketene dimer with cyclic diacyl peroxide and trimethyl orthoformate. The discovered synthesis allows us to form 2′-functionalized 1,3-dicarbonyl compounds instead of the common 2-functionalized moiety. The reaction between 4-butylidene-3-propyloxetan-2-one and cyclopropyl malonoyl peroxide proceeds in the presence of trifluoroacetic acid and trimethyl orthoformate at 120 °C for 1 h. The synthesized compound was characterized by NMR spectroscopy, mass spectrometry, and IR spectroscopy.

Funder

Russian Science Foundation

Publisher

MDPI AG

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference42 articles.

1. Ueber die Gewinnung von Säureanhydriden mit Hülfe von tertiären Aminen;Wedekind;Ber. Dtsch. Chem. Ges.,1901

2. Über ketene. 4. Mitteilung: Reaktionen des diphenylketens;Staudinger;Ber. Dtsch. Chem. Ges.,1907

3. Über Ketene. 5. Mitteilung. Reaktionen des Dimethylketens;Staudinger;Ber. Dtsch. Chem. Ges.,1907

4. Diketene;Clemens;Chem. Rev.,1986

5. Clemens, R.J., and Witzeman, J.S. (1992). Acetic Acid and Its Derivatives, Marcel Dekker, Inc.

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