Reaktion #1178409

ord-834ada1d353f418aa1c560a7175cf1ea

Reaktionsgleichung

O=C[O-].[Na+]
sodium formate
CC(=O)c1ccccc1
acetophenone
C[C@H](O)c1ccccc1
(S)-phenylethanol
Ausbeute 96.4%

Lösungsmittel

Reaktionsbedingungen

Temperatur
30°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeCulture fluid was obtained
  2. 2
    workup.ADDITIONwas added dropwise to the mixture
  3. 3
    SonstigeAfter the reaction
  4. 4
    Extraktionthe reaction mixture was extracted with toluene
  5. 5
    Trocknenwas dried over anhydrous sodium sulfate
  6. 6
    SonstigeRemoval of sodium sulfate, and evaporation of organic solvents from the organic layer under reduced pressure

Vorschrift

Culture fluid was obtained by cultivating E. coli HB101 (pNCMFT) in a similar manner to Example 9. In a 100-mL portion of the culture fluid, 2.8 g of sodium formate, 3 mg of NAD+, and 10 g of acetophenone were added, and the mixture was stirred at 30° C. for 20 hours while controlling the pH of the reaction mixture to 6.0 with 5 N aqueous formic acid, which was added dropwise to the mixture. After the reaction, the reaction mixture was extracted with toluene, and combined organic layer was dried over anhydrous sodium sulfate. Removal of sodium sulfate, and evaporation of organic solvents from the organic layer under reduced pressure yielded 9.8 g of (S)-phenylethanol. The product (S)-phenylethanol was analyzed in accordance with the [Analysis condition (1) for gas chromatography] as described above, and found that the optical purity of the product was 99.9% e.e. or higher.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08129163B2uspto-grants-2012_03