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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2071868Generated: October 31, 2026

Sulfuric Acid → N-ethyl-N-(2,2,2-trifluoroethyl)aniline

https://huagongshe.com/reaction/2071868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantN-EthylanilineHCID 7670—
ReactantSodium CarbonateHCID 10340—
ReactantEthanol, 2,2,2-trifluoro-, 1-(4-methylbenzenesulfonate)HCID 67942—
SolventWaterHCID 962—
ProductN-ethyl-N-(2,2,2-trifluoroethyl)anilineHCID 13510111—

Reaction Steps

484 parts of N-ethylaniline, 106 parts of sodium carbonate and 254 parts of 2,2,2-trifluoro-ethyl tosylate are heated for 48 hours at 190°-200° C. The cooled reaction mixture is diluted with 1000 parts by volume of distilled water and acidified with sulphuric acid until it is distinctly acid to Congo red paper. The N-ethyl-N-(2,2,2-trifluoro-ethyl)-aniline which is formed is then steam distilled. The lower organic layer of the distillate is separated and subjected to distillation under reduced pressure. 182 parts of N-ethyl-N-(2,2,2-trifluoro-ethyl)-aniline are thus obtained, distilling at 53°-54° C. under 1 mm of mercury, of which the elementary analysis is as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04049375
Source datasetuspto-grants-1977_09
ORD IDord-b224e815a997461ea04dd9ce7e692be9
Source noteuspto-grants-1977_09