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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274820Generated: October 25, 2026

Sulfuric Acid → Ethyl 2,2-dimethyl-3-phenylpropanoate

https://huagongshe.com/reaction/274820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantBenzyl BromideHCID 7498—
ReactantPropanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 11745—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductEthyl 2,2-dimethyl-3-phenylpropanoateHCID 4684633—

Reaction Conditions

Temperature-20 °C

Reaction Steps

25 ml of a 1.6M solution of n-butyllithium in n-hexane were added dropwise to a solution of 5.3 ml (7 g, 36 mmol) of ethyl bromoisobutyrate in 20 ml of tetrahydrofuran at -75° to -70° C. The mixture was then warmed to -20° C., 6.42 ml (9.43 g, 54 mmol) of benzylbromide were added dropwise and the mixture was subsequently stirred at room temperature for a further 3 hours. Dilute sulfuric acid was then added to the reaction mixture and the mixture was extracted twice with ether. The organic phase was washed with water, dried over magnesium sulfate and concentrated in vacuo. The crude product (6.6 g) was purified by distillation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE034865
Source datasetuspto-grants-1995_02
ORD IDord-fb3bbd8f7b50413883dd4b02e8210617
Source noteuspto-grants-1995_02