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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222541Generated: October 31, 2026

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

https://huagongshe.com/reaction/2222541

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 numberUS07371743B2
Source datasetuspto-grants-2008_05
ORD IDord-522f95c213784c71b9cc2a994083dee1
Source noteuspto-grants-2008_05