Efficient mild oxidation of 5-hydroxymethylfurfural to 5-hydroxymethyl-2(5H)-furanone, a versatile chemical intermediate

Efficient mild oxidation of 5-hydroxymethylfurfural to 5-hydroxymethyl-2(5H)-furanone, a... The 5-hydroxymethyl-2(5H)-furanone is a versatile chemical intermediate used to produce a variety of products such as unsaturated (+) muscarine, microbial metabolites, (+) trans-burseran, (−) isostegane, (+) steganacin, (−) verrucarinolactone and certain analogues of prostacyclin and chrysanthemic acid. In this study, we have successfully tested a sodium perborate (NaBO3·4H2O) known by its acronym, SPB, in the oxidation of 5-hydroxymethylfurfural (5-HMF) using acetic acid (AcOH) as solvent. SPB has been proven to be an efficient reagent for the oxidation of 5-HMF into 5-hydroxymethyl-2(5H)-furanone in one step. A reaction mechanism has been proposed for this purpose. In this work, a variety of important reaction parameters, such as SPB amount, reaction temperature, and time were explored. The maximum yield to 5-hydroxymethyl-2(5H)-furanone was achieved in 94 % at room temperature in 24 h, with 5-HMF conversion of 100 % being obtained in SPB/5-HMF mol ratio = 1.5 under optimal reaction conditions. Then, it could be obtained in a high yield of 87 % at 50 °C after a short reaction time of 4 h. At high temperature (100 °C), 5-hydroxymethyl-2(5H)-furanone yield decreased dramatically. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Efficient mild oxidation of 5-hydroxymethylfurfural to 5-hydroxymethyl-2(5H)-furanone, a versatile chemical intermediate

Loading next page...
 
/lp/springer_journal/efficient-mild-oxidation-of-5-hydroxymethylfurfural-to-5-hydroxymethyl-si3uUZEYb1
Publisher
Springer Netherlands
Copyright
Copyright © 2016 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-016-2593-9
Publisher site
See Article on Publisher Site

References

You’re reading a free preview. Subscribe to read the entire article.


DeepDyve is your
personal research library

It’s your single place to instantly
discover and read the research
that matters to you.

Enjoy affordable access to
over 12 million articles from more than
10,000 peer-reviewed journals.

All for just $49/month

Explore the DeepDyve Library

Unlimited reading

Read as many articles as you need. Full articles with original layout, charts and figures. Read online, from anywhere.

Stay up to date

Keep up with your field with Personalized Recommendations and Follow Journals to get automatic updates.

Organize your research

It’s easy to organize your research with our built-in tools.

Your journals are on DeepDyve

Read from thousands of the leading scholarly journals from SpringerNature, Elsevier, Wiley-Blackwell, Oxford University Press and more.

All the latest content is available, no embargo periods.

See the journals in your area

Monthly Plan

  • Read unlimited articles
  • Personalized recommendations
  • No expiration
  • Print 20 pages per month
  • 20% off on PDF purchases
  • Organize your research
  • Get updates on your journals and topic searches

$49/month

Start Free Trial

14-day Free Trial

Best Deal — 39% off

Annual Plan

  • All the features of the Professional Plan, but for 39% off!
  • Billed annually
  • No expiration
  • For the normal price of 10 articles elsewhere, you get one full year of unlimited access to articles.

$588

$360/year

billed annually
Start Free Trial

14-day Free Trial