Conversion of D-fructose to 5-acetoxymethyl-2-furfural Using Immobilized Lipase and Cation Exchange Resin.

Abstract

5-Acetoxymethyl-2-furfural (AMF) was prepared from D-fructose via 1,6-diacetylfructose (DAF) through a simple two-step reaction pathway. Immobilized enzyme (Novozym 435) was found to be the best enzymatic catalyst for the trans-esterification step (yielding 94.6% DAF). In the dehydration step, while soluble H2SO4 was found to be the best acidic catalyst (yielding 86.6% AMF), we opted to utilize heterogeneous cation exchange resin (Amberlyst 15) together with recyclable industrial solvents (1,4-dioxane) for a more sustainable AMF synthesis procedure. Although the total yield of AMF was a little lower, both the enzyme and the solid acid catalyst could be recycled for five cycles without a significant loss of activity, which has a major contribution to the cost-efficient aspect of the entire process.

• Authors: Nhan Thanh Thien Huynh, Kyung Won Lee, Jin Ku Cho, Yong Jin Kim, Se Won Bae, Jong Shik Shin, Seunghan Shin
• Journal: Molecules (Basel, Switzerland) (Molecules) Vol. 24 Issue 24 (Dec 17 2019) ISSN: 1420-3049 [Electronic] Switzerland
• PMID: 31861157 (Publication Type: Journal Article)

Chemical References

• Cation Exchange Resins
• Enzymes, Immobilized
• Solvents
• Fructose
• Furaldehyde
• Lipase

Topics

• Catalysis
• Cation Exchange Resins (chemistry)
• Dehydration
• Enzymes, Immobilized
• Esterification
• Fructose (chemistry)
• Furaldehyde (chemistry)
• Lipase (chemistry)
• Solvents (chemistry)