Skip to main content

2-Furoic Acid and Furfuryl Alcohol

  • Chapter
Book cover Syntheses of Heterocyclic Compounds
  • 172 Accesses

Abstract

A four-liter glass jar fitted with stirrer, dropping funnel, and thermometer was charged with 700 g (600 ml, 7.2 moles) of freshly distilled 2-furaldehyde (see p. 51), b.p. 158–162°, and cooled with ice to 5–8°. Addition was made from the dropping funnel of 500 g of a 30% solution of technical sodium hydroxide at such a rate that the temperature of the reaction mixture did not exceed 15°; when efficient cooling was used, addition of alkali was complete in 25–30 minutes. Stirring was continued for 1.5–2 hours after the addition was complete.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 69.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature Cited

  1. Schwanert, A. 116, 259 (1860);

    Google Scholar 

  2. J. Volhard, A. 261, 280 (1891)

    Google Scholar 

  3. P. F. Frankland, and F. W. Aston, J. Chem. Soc. 79, 515 (1901)

    Google Scholar 

  4. E. C. Wagner and J. K. Simons, J. Chem. Educ. 13, 270 (1936).

    Google Scholar 

  5. C. D. Hurd, J. W. Garret, and E. N. Osborne, J. Am. Chem. Soc. 55, 1084 (1933).

    Article  Google Scholar 

  6. U. S. Pat. 2,041,184;

    Google Scholar 

  7. C. A. 30, 45157(1936);

    Google Scholar 

  8. Italian Pat. 439,947;

    Google Scholar 

  9. C. A. 44, 5915c (1950);

    Google Scholar 

  10. R. Andrisano, Boll. Sci. Faculta chim. Ind. Bologe 7, 66 (1949);

    Google Scholar 

  11. C. A. (51); C. A. 47, 3883a (1953).

    Google Scholar 

  12. Japanese Pat. 1130 (50);

    Google Scholar 

  13. C. A. 47, 2214d (1951).

    Google Scholar 

  14. M. W. Farrer and R. Levine, J. Am. Chem. Soc. 71, 1496 (1949)

    Article  Google Scholar 

  15. J. Kasiwagi, Bull. Chem. Soc. Japan 1, 66 (1926);

    Google Scholar 

  16. C. A. 20, 2491 (1926).

    Google Scholar 

  17. H. Limpricht, A. 165, 279, 300 (1873);

    Google Scholar 

  18. K. Bieler and B. Tollens, A. 258, 119 (1890);

    Google Scholar 

  19. E. Erdmann, Ber. 35, 1855 (1902);

    Google Scholar 

  20. H. Gilman and C. C. Vernon, J. Am. Chem. Soc. 46, 2576 (1924).

    Google Scholar 

  21. Schmelz, F. Beilstein, An. Suppl. 3, 275 (1864–65).

    Google Scholar 

  22. U. S. Pat. 2,077,409;

    Google Scholar 

  23. C. A. 31, 39444 (1937);

    Google Scholar 

  24. J. G. M. Bremner and R. K. F. Keeys, J. Chem. Soc. 1068 (1947);

    Google Scholar 

  25. C. A. 44, 4932i (1950).

    Google Scholar 

  26. G. Roberti, Ann. chim. applicata 25, 530 (1935);

    Google Scholar 

  27. C. A. 30, 41657 (1936);

    Google Scholar 

  28. U. S. Pat. 2,094,975;

    Google Scholar 

  29. C. A. 31, 85494 (1937);

    Google Scholar 

  30. 2,400,959; C. A. 40, 48606 (1946);

    Google Scholar 

  31. S. Mizuguchi and M. Iwace, J. Chem. Soc. Ind. Japan 46, 1037 (1943);

    Google Scholar 

  32. C. A. 42, 6353i (1948);

    Google Scholar 

  33. K. Truda, S. Yoshida, M. Yamada, and Y. Maruya, J. Pharm. Soc. Japan 66, 58 (1946);

    Google Scholar 

  34. C. A. 45, 6182e (1951);

    Google Scholar 

  35. Italian Pat. 461,821 (1951);

    Google Scholar 

  36. C. A. 46, 2842i (1952).

    Google Scholar 

  37. R. F. Nystrom and W. G. Brown, J. Am. Chem. Soc. 69, 2548 (1947).

    Article  CAS  Google Scholar 

  38. A. M. Berkengeim and T. F. Dankova, Zh. obshchei khim. (J. Gen. Chem.) 9, 924 (1939).

    Google Scholar 

  39. Organic Syntheses (Russian Translation), Vol. 1, p. 351, Foreign Lit. Press. Moscow, 1949 [Organic Syntheses, Collective Volume 1, 2nd Ed., New York and London, 1941, p. 276.]

    Google Scholar 

Download references

Authors

Editor information

A. L. Mndzhoian

Rights and permissions

Reprints and permissions

Copyright information

© 1959 Springer Science+Business Media New York

About this chapter

Cite this chapter

Mndzhoian, A.L. (1959). 2-Furoic Acid and Furfuryl Alcohol. In: Mndzhoian, A.L. (eds) Syntheses of Heterocyclic Compounds. Springer, Boston, MA. https://doi.org/10.1007/978-1-4757-6658-5_20

Download citation

  • DOI: https://doi.org/10.1007/978-1-4757-6658-5_20

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4757-6660-8

  • Online ISBN: 978-1-4757-6658-5

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics