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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247551Generated: November 1, 2026

Sulfuric Acid → HCID 69516013, compound

https://huagongshe.com/reaction/1247551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantCesium carbonateHCID 10796—
Reactant(Trifluoromethyl)trimethylsilaneHCID 552549—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 69517140HCID 69517140—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 69516013HCID 69516013—

Reaction Conditions

Temperature0 °C

Reaction Steps

5.3 g of 4-(3-fluorophenyl)-4-methyl-2-oxovaleric acid-ethyl ester in 60 ml of dimethylformamide is combined at 0° C. with 3.25 g of cesium carbonate and 4.63 ml of trifluoromethyl(trimethyl)-silane. After 1 hour at 0° C. and 16 hours at room temperature, it is cooled again to 0° C. and mixed with 20 ml of a 1 M tetrabutylammonium fluoride solution in tetrahydrofuran. After 30 minutes at 0° C., 2N sulfuric acid and ethyl acetate are added to it, the ethyl acetate phase is washed with water, dried (Na2SO4) and concentrated by evaporation. After chromatography on silica gel hexane-ethyl acetate (20:1) and bulb tube distillation, 4.45 g of 4-(3-fluorophenyl)-2-hydroxy-4-methyl-2-trifluoromethylvaleric acid-ethyl ester is obtained (boiling point 100° C./0.04 hPa).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129270B2
Source datasetuspto-grants-2006_10
ORD IDord-8d7707045b2141d9b4229ed934f3caca
Source noteuspto-grants-2006_10