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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619945Generated: November 1, 2026

Hydrochloric Acid → 3-Ethyl-4-oxo-4-(2-phenyl-benzoxazol-6-yl)-butyric acid

https://huagongshe.com/reaction/1619945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl bromoacetateHCID 60984—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
Reactant1-(2-Phenyl-benzoxazol-6-yl)butan-1-oneHCID 67466011—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product3-Ethyl-4-oxo-4-(2-phenyl-benzoxazol-6-yl)-butyric acidHCID 67466234—

Reaction Conditions

Temperature-78 °C

Reaction Steps

625.00 μl (313 μmol) potassium bis(trimethylsilyl)amide 0.5M in toluene are placed in 15 ml THF and cooled to −78° C. 75.00 mg (283 μmol) 1-(2-phenyl-benzoxazol-6-yl)-butan-1-one, dissolved in 15 ml THF, are added dropwise to this solution and the mixture is stirred for 15 min at −78° C. Then 55 mg (360 μmol) methylbromoacetate, dissolved in 5 ml THF, are also added dropwise and the mixture is stirred for 30 min at −78° C., then 1N hydrochloric acid is added and the mixture is extracted with diethyl ether. The org. phase is dried on magnesium sulphate and the solv. is eliminated i.V.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772323B2
Source datasetuspto-grants-2014_07
ORD IDord-e10417453f1d4371aa095ac680b78911
Source noteuspto-grants-2014_07