p-Bromoacetophenone → (R)-1-(4-Bromophenyl)ethanol

HRID 324755Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 324755
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:10])[CH3:9])=[CH:4][CH:3]=1.CC(C1C=CC(Br)=CC=1)=O.BrC1C=CC([C@@H](O)C)=CC=1>>[Br: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 7466p-BromoacetophenoneHCID 953521-(4-Bromophenyl)ethanolHCID 2734890(1S)-1-(4-bromophenyl)ethan-1-ol

Produkt 1

HCID 6950173(R)-1-(4-Bromophenyl)ethanolAusbeute 54 %

Versuchsvorschrift

As shown here, the biochemical conversion reaction of immobilized soy bean protein for the substrate (±)-1-(4-bromophenyl)ethanol (200 mg) requires 2 days by going through bioconversion to 4-bromoacetophenone accompanying sterically selective oxidation of (S)-1-(4-bromophenyl)ethanol to obtain 108 mg of (R)-1-(4-bromophenyl)ethanol at a yield of 54%. Optical purity was obtained at 88% e.e. Equipment conditions were the same as for immobilized green pea protein.

Quellen und Nachweise

ORD-Eintrag
ord-370c273afb3c46bd9ab63b95b311c7a9
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06218581B1

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