Merck

Solvent effects in lipase-catalysed transesterification reactions.

Acta chemica Scandinavica (Copenhagen, Denmark : 1989) (1990-11-01)
L T Kanerva, J Vihanto, M H Halme, J M Loponen, E K Euranto
ABSTRACT

Porcine pancreatic lipase-catalysed transesterifications of 2,2,2-trifluoroethyl butyrate with racemic 2-octanol and 1-phenylethanol have been studied in different organic solvents. Solvent hydrophobicity (log P -1.1 to 3.3) has only a minor effect on the reaction rate. Independently of the solvent used as the reaction medium, both (R)-2-octyl and (R)-1-phenylethyl butyrates were obtained in high optical purity (ee greater than 90%). Candida cylindracea lipase is active only in the most hydrophobic solvents studied.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2-Octanol, 97%
Sigma-Aldrich
(S)-(+)-2-Octanol, 99%
Sigma-Aldrich
2-Octanol, ≥97%, FG
Sigma-Aldrich
(±)-2-Octanol, ReagentPlus®, ≥99.5% (GC)
Sigma-Aldrich
(±)-2-Octanol, ≥96.0% (GC)