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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1091226Generated: November 2, 2026

Acetophenone → 1-Phenylethanol, (S)-

https://huagongshe.com/reaction/1091226

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetophenoneHCID 7410—
ReactantSodium HydroxideHCID 14798—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
CatalystNadide (JAN/USAN/INN)HCID 5893—
Product1-Phenylethanol, (S)-HCID 44313597.4%

Reaction Conditions

Temperature30 °C

Reaction Steps

Culture fluid was obtained by cultivating E. coli HB101 (pNCMG) in a similar manner to Example 9. In a 100-mL portion of the culture fluid, 17 g of glucose, 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 6.5 with 5 N aqueous sodium hydroxide, 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 9.9 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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129163B2
Source datasetuspto-grants-2012_03
ORD IDord-cb2e0f4ca3374dd9a048e82654b0016f
Source noteuspto-grants-2012_03