Ethyl 3-Hydroxybutyrate → Butanoic acid, 3-hydroxy-, ethyl ester, (3S)-

HRID 1723611Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1723611
[OH:1][CH:2]([CH3:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>>[OH:1][C@@H:2]([CH3:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5]

Komponenten

3

Edukt 2

HCID 62572Ethyl 3-HydroxybutyrateHCID 62657Potassium Phosphate, Tribasic

Produkt 1

HCID 6950306Butanoic acid, 3-hydroxy-, ethyl ester, (3S)-Ausbeute 97 %

Versuchsvorschrift

Racemic ethyl 3-hydroxybutyrate (1%, v/v) was added to the vial containing 5 ml potassium phosphate buffer (pH 8.0, 0.1 M) and Novozyme 435 (4%, w/v). The reaction was carried out at 30° C. for 2 hours. The reaction mixture was extracted with ethyl acetate and analyzed by above-mentioned method. Ethyl (S)-3-hydroxybutyrate (97% e.e) was obtained from organic solvent at 55% conversion. The aqueous solution was acidified with hydrochloric acid and extracted with organic solvent. After esterification, ethyl (R)-3-hydroxybutyrate with optical purity of 80.4% e.e was obtained.

Aufarbeitung

  1. extractionThe reaction mixture was extracted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-ee3cedb698264072bc4190159b540e3e
Quelldatensatz
uspto-grants-2009_02
Patentnummer
US07485452B2

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