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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2055069Generated: October 30, 2026

Sodium Hydroxide → 2-Fluoro-alpha-methylbenzenemethanol

https://huagongshe.com/reaction/2055069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactanto-FluoroacetophenoneHCID 96744—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
CatalystNADP nicotinamide-adenine-dinucleotide phosphateHCID 5886—
Product2-Fluoro-alpha-methylbenzenemethanolHCID 12306680.8%

Reaction Conditions

Temperature30 °C

Reaction Steps

The culture of the recombinant Escherichia coli HB101(pNTRGG1) as obtained in Example 9 was subjected to ultrasonic cell disruption using SONIFIRE 250 (product of BRANSON). To 100 ml of this cell disruption fluid, there were added 15 g of glucose, 5 g of 1-(2′-fluorophenyl)ethanone and 15 mg of NADP. This reaction mixture was stirred at 30° C. for 24 hours while adjusting the pH to 6.5 with 5 M sodium hydroxide. After completion of the reaction, this reaction mixture was extracted with ethyl acetate, the solvent was then removed, and the extract was distilled (54° C./1 mm Hg) to obtain 4.1 g of 1-(2′-fluorophenyl)ethanol as a colorless oil. Its specific rotation showed a value of [α] (25,D)=−45.3 (c=0.794, methanol) and it was the S form with an optical purity of 99.9% ee.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07332312B2
Source datasetuspto-grants-2008_02
ORD IDord-4940833c70a04eceb2ecab3ccc522ebd
Source noteuspto-grants-2008_02