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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1629887Generated: November 2, 2026

Water → Ethyl 3-chloro-4-(4-methyl-2-oxo-oxazolidin-3-yl)-benzoate

https://huagongshe.com/reaction/1629887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhosgeneHCID 6371—
ReactantTriethylamineHCID 8471—
ReactantEthyl 3-chloro-4-(2-hydroxy-1-methyl-ethylamino)-benzoateHCID 67048695—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-chloro-4-(4-methyl-2-oxo-oxazolidin-3-yl)-benzoateHCID 67048447—

Reaction Steps

0.50 g (1.94 mmol) ethyl 3-chloro-4-(2-hydroxy-1-methyl-ethylamino)-benzoate are placed in 30 ml THF together with 0.22 g (2.20 mmol) triethylamine and 1.10 ml (2.08 mmol) 20% phosgene solution in toluene is added with stirring at ambient temperature. The mixture is stirred for 1 hour at ambient temperature, then 1 ml of water is added and the mixture is stirred for another 10 minutes. The mixture is then evaporated down i. vac., combined with water and extracted with ethyl acetate. The combined organic phases are washed with water and sat. sodium chloride solution, dried over sodium sulphate and evaporated down i. vac.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791103B2
Source datasetuspto-grants-2014_07
ORD IDord-7b1db8ab234048ed88273b8ab1b97348
Source noteuspto-grants-2014_07