Preparation of (S)-1-halo-2-octanols using ionic liquids and biocatalysts

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2009
Author
Oromí Farrús, Mireia
Eras i Joli, Jordi
Sala i Martí, Núria
Torres i Grifo, Mercè
Canela i Garayoa, Ramon
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Abstract
Preparation of (S)-1-chloro-2-octanol and (S)-1-bromo-2-octanol was carried out by the enzymatic hydrolysis of halohydrin palmitates using biocatalysts. Halohydrin palmitates were prepared by various methods from palmitic acid and 1,2-octanediol. A tandem hydrolysis was carried out using lipases from
Candida antarctica (Novozym® 435), Rhizomucor miehei (Lipozyme IM), and “resting cells” from a Rhizopus oryzae strain that was not mycotoxigenic. The influence of the enzyme and the reaction medium on the selective hydrolysis of isomeric mixtures of halohydrin esters is described. Novozym® 435 allowed preparation of (S)-1-chloro-2-octanol and (S)-1-bromo-2-octanol after 1–3 h ofreaction at 40 °C in [BMIM][PF6].
URI
http://hdl.handle.net/10459.1/370
DOI
https://doi.org/10.3390/molecules14104275
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Molecules, 2009, vol. 14, núm. 10, p. 4275-4283
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cc-by, (c) Oromí-Farrús et al., 2009
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