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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1770066Generated: November 1, 2026

Phosphate → Phenylacetylcarbinol, (-)-

https://huagongshe.com/reaction/1770066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphateHCID 1061—
ReactantDiethyl EtherHCID 3283—
Reactant2,2,2-TrifluoroacetophenoneHCID 9905—
ReactantSodium HydroxideHCID 14798—
ReactantNadhHCID 439153—
SolventIsopropanolHCID 3776—
SolventHexaneHCID 8058—
ProductPhenylacetylcarbinol, (-)-HCID 9920426—

Reaction Steps

A reaction mixture was formed by admixing (i) 50 mg NAD, (ii) 4 ml of 2-propanol and (iii) 5 mmoles of 1-phenyl-1,2-propanedione, Compound 3, in a liquid medium containing 1 gm of lyophilized PED alcohol dehydrogenase preparation, 75 ml of 50 mM phosphate buffer, pH 7.1, and 25 ml of hexane. The pH value of the reaction was maintained constant by addition of 1N NaOH. The reaction mixture was maintained at room temperature until product formation stopped. When product formation stopped, (R)-1-hydroxy-1-phenyl-2-propanone, Compound 3a, was isolated by removal of the hexane layer and extraction of the aqueous layer with ethyl ether (3×75 ml).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05385833
Source datasetuspto-grants-1995_01
ORD IDord-11bade5112044762aecc43a40ebd8796
Source noteuspto-grants-1995_01