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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694629Generated: October 31, 2026

Pyridine → Ethyl 3-(2,2,2-trichloroethoxycarbonylamino)benzoate

https://huagongshe.com/reaction/1694629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantEthyl AcetateHCID 8857—
ReactantEthyl 3-aminobenzoateHCID 11400—
Reactant2,2,2-Trichloroethyl chloroformateHCID 87063—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-(2,2,2-trichloroethoxycarbonylamino)benzoateHCID 2312379691.7%

Reaction Steps

To a solution prepared by adding 1.0 g of ethyl m-aminobenzoate and 0.72 g of pyridine to 10 ml of tetrahydrofuran and stirring the resultant mixture at room temperature was dropwise added a solution of 1.55 g of 2,2,2-trichloroethyl chloroformate in 5 ml of tetrahydrofuran. After the resultant mixture was stirred for 2 hours, ethyl acetate and water were added to the reaction solution, and a separating operation was performed. Then, an organic layer was separated and dried with anhydrous magnesium sulfate. The solution was filtered, and then the filtrate was collected, and the solvent of the filtrate was distilled off under reduced pressure. The residue was washed with hexane to obtain 1.89 g (yield 91%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158814B2
Source datasetuspto-grants-2012_04
ORD IDord-54e2abf22273483d91730f316faf05c2
Source noteuspto-grants-2012_04