4,5-Dimethyl-2-Furoic Acid

  • A. L. Mndzhoian


Methyl 4,5-Dimethyl-2-furoate. A mixture of 37.8 g (0.2 mole) of methyl 4-(chloromethyl)-5-methyl-2-furoate (see p. 42), b.p. 120–121°/3 mm, and 120 ml of 90% acetic acid was prepared in a 250-ml round-bottomed flask having a side neck and fitted with stirrer and reflux condenser. The mixture was stirred while 39.2 g (0.6 g-atom) of zinc dust was added in small portions, and with continued stirring it was heated in a water bath for four hours. It was then cooled and poured into a beaker containing 300 ml of cold water. The oily substance that formed on the bottom was extracted with four 100-ml portions of ether. The combined ether extract was washed with water, with 5% sodium bicarbonate solution until the acetic acid was completely neutralized, and again with water; it was dried with sodium sulfate. Solvent was distilled off, and the residue was vacuum-distilled. The product came over at 78–80°/1 mm; yield 16.4–17.0 g (53.2–55.1%).


Sodium Sulfate Sodium Hydroxide Heterocyclic Compound Sodium Hydroxide Solution Reflux Condenser 

Literature Cited

  1. 1.
    A. L. Mndzhoian, V. G. Afrikian, M. T. Grigorian, and E. A. Markarian, Doklady Akad. Nauk Arm. SSR (Proc. Acad. Sci. Armenian SSR) 25, 277 (1957).Google Scholar
  2. 2.
    T. Reichstein and A. Grussner, Helv. Chim. Acta 16, 28 (1933).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 1959

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  • A. L. Mndzhoian

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