Facile synthesis of fatty acid esters in high yields
(1992) In Enzyme and Microbial Technology 14(7). p.546-552- Abstract
The facile synthesis of esters by lipase-catalysed esterification of fatty acids and ethanol is demonstrated. Evaporation of the water generated in the reaction allowed the rapid production of esters of >99% yield in refluxing pentane or hexane. Water was trapped by condensing the refluxing vapor phase and passing it over activated molecular sieves in a reflux trap. High yields were rapidly obtained in synthesis of ethyl esters of oleic, linoleic, α-linolenic, and arachidonic acids without peroxidation of double bonds. The wax ester oleyl oleate was also synthesized rapidly with little peroxidation. A molar excess of 1.25 to 1.5 of ethanol allowed the most rapid ester synthesis. Synthesis of ethyl stearate was carried out on a... (More)
The facile synthesis of esters by lipase-catalysed esterification of fatty acids and ethanol is demonstrated. Evaporation of the water generated in the reaction allowed the rapid production of esters of >99% yield in refluxing pentane or hexane. Water was trapped by condensing the refluxing vapor phase and passing it over activated molecular sieves in a reflux trap. High yields were rapidly obtained in synthesis of ethyl esters of oleic, linoleic, α-linolenic, and arachidonic acids without peroxidation of double bonds. The wax ester oleyl oleate was also synthesized rapidly with little peroxidation. A molar excess of 1.25 to 1.5 of ethanol allowed the most rapid ester synthesis. Synthesis of ethyl stearate was carried out on a preparative scale (50 g). Greater than 99% conversion was obtained in 50 min.
(Less)
- author
- Bloomer, Scott ; Adlercreutz, Patrick LU and Mattiasson, Bo LU
- organization
- publishing date
- 1992-01-01
- type
- Contribution to journal
- publication status
- published
- subject
- keywords
- Ester synthesis, lipase, peroxidation, reflux trap, water removal
- in
- Enzyme and Microbial Technology
- volume
- 14
- issue
- 7
- pages
- 7 pages
- publisher
- Elsevier
- external identifiers
-
- scopus:0026898076
- ISSN
- 0141-0229
- DOI
- 10.1016/0141-0229(92)90125-8
- language
- English
- LU publication?
- yes
- id
- 74e3f2c6-4ac4-4cd0-b1c4-c5996a6c315b
- date added to LUP
- 2019-06-22 18:39:38
- date last changed
- 2021-09-05 04:09:05
@article{74e3f2c6-4ac4-4cd0-b1c4-c5996a6c315b, abstract = {{<p>The facile synthesis of esters by lipase-catalysed esterification of fatty acids and ethanol is demonstrated. Evaporation of the water generated in the reaction allowed the rapid production of esters of >99% yield in refluxing pentane or hexane. Water was trapped by condensing the refluxing vapor phase and passing it over activated molecular sieves in a reflux trap. High yields were rapidly obtained in synthesis of ethyl esters of oleic, linoleic, α-linolenic, and arachidonic acids without peroxidation of double bonds. The wax ester oleyl oleate was also synthesized rapidly with little peroxidation. A molar excess of 1.25 to 1.5 of ethanol allowed the most rapid ester synthesis. Synthesis of ethyl stearate was carried out on a preparative scale (50 g). Greater than 99% conversion was obtained in 50 min.</p>}}, author = {{Bloomer, Scott and Adlercreutz, Patrick and Mattiasson, Bo}}, issn = {{0141-0229}}, keywords = {{Ester synthesis; lipase; peroxidation; reflux trap; water removal}}, language = {{eng}}, month = {{01}}, number = {{7}}, pages = {{546--552}}, publisher = {{Elsevier}}, series = {{Enzyme and Microbial Technology}}, title = {{Facile synthesis of fatty acid esters in high yields}}, url = {{http://dx.doi.org/10.1016/0141-0229(92)90125-8}}, doi = {{10.1016/0141-0229(92)90125-8}}, volume = {{14}}, year = {{1992}}, }