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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1443319Generated: November 1, 2026

Toluene → Ethyl 3-oxo-3-(thiophen-2-yl)propanoate

https://huagongshe.com/reaction/1443319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2-AcetylthiopheneHCID 6920—
ReactantDiethyl CarbonateHCID 7766—
ReactantHCID 178418922HCID 178418922—
SolventWaterHCID 962—
ProductEthyl 3-oxo-3-(thiophen-2-yl)propanoateHCID 25515983%

Reaction Conditions

Temperature62.5 °C

Reaction Steps

A 71.1 g (0.63 mol) portion of tert-butoxy potassium was added to 194.7 g (1.65 mol) of diethyl carbonate at 60 to 65° C. and stirred at 60 to 65° C. for 1 hour, and then 180 ml of toluene solution containing 50 g (0.40 mol) of 2-acetylthiophene was added dropwise thereto at 75 to 80° C. and stirred at 75 to 80° C. for 2 hours. The reaction solution was cooled down to room temperature, mixed with 725 g of water, extracted with 600 ml of ethyl acetate, washed with saturated brine, concentrated and then distilled under a reduced pressure to obtain 65.2 g of 3-oxo-3-(2-thienyl)propionic acid ethyl ester (yield 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659409B2
Source datasetuspto-grants-2010_02
ORD IDord-80d1255e9aff46bc987bf0997e88c14b
Source noteuspto-grants-2010_02