P-Chloroacetophenone → (1R)-1-(4-chlorophenyl)ethan-1-ol

HRID 324760

Reaktionsgleichung

Reaktionsgleichung von HRID 324760
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:10])[CH3:9])=[CH:4][CH:3]=1.CC(C1C=CC(Cl)=CC=1)=O.ClC1C=CC([C@@H](O)C)=CC=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([OH:10])[CH3:9])=[CH:4][CH:3]=1

Komponenten

4

Edukt 3

HCID 7467P-ChloroacetophenoneHCID 18825Benzenemethanol, 4-chloro-alpha-methyl-HCID 6950175(1S)-1-(4-chlorophenyl)ethan-1-ol

Produkt 1

HCID 643324(1R)-1-(4-chlorophenyl)ethan-1-olAusbeute 58 %

Versuchsvorschrift

As shown here, the biochemical conversion reaction of immobilized buckwheat protein for the substrate (±)-1-(4-chlorophenyl)ethanol (200 mg) requires 13 days by going through bioconversion to 4-chloroacetophenone accompanying sterically selective oxidation of (S)-1-(4-chlorophenyl)ethanol to obtain 116 mg of (R)-1-(4-chlorophenyl)ethanol at a yield of 58%. Optical purity was obtained at 91% e.e.

Quellen und Nachweise

ORD-Eintrag
ord-038178653421481595bc61023e775d66
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06218581B1

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