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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9638Generated: October 23, 2026

Ethyl Thioglycolate → Ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate

https://huagongshe.com/en/reaction/9638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl ThioglycolateHCID 12185—
ReactantSodium hydrideHCID 24758—
ReactantN-{3-chloro-1-methyl-3-[4-(trifluoromethyl)phenyl]prop-2-enylidene}-N-methylmethanaminium hexafluorophosphateHCID 86593913—
SolventEthanolHCID 702—
ProductEthyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylateHCID 15946279—

Reaction Conditions

Temperature110 °C

Reaction Steps

Sodium hydride (60% dispersion in mineral oil, 0.528 g) was added to dry ethanol (20 ml), N-{3-chloro-1-methyl-3-[4-(trifluoromethyl)phenyl]prop-2-enylidene}-N-methylmethanaminium hexafluorophosphate (intermediate 34, 2.8 g) was added followed by ethyl thioglycolate (0.79 g) and the mixture heated at 110° C. for 2 hours under nitrogen. The cooled mixture was concentrated in vacuo and the residue partitioned between water and diethyl ether. The organic layer was collected, dried over magnesium sulphate and concentrated to give the title compound as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091237B2
Source datasetuspto-grants-2006_08
ORD IDord-6ea3ca517d7342f6ac2c54fa506a38d2
Source noteuspto-grants-2006_08