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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 374486Generated: October 26, 2026

4-Chlorophenyl Isocyanate → 5-(Chloromethyl)-3-(4-chlorophenyl)-1,3-oxazolidin-2-one

https://huagongshe.com/reaction/374486

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorophenyl IsocyanateHCID 7693—
ReactantEpichlorohydrinHCID 7835—
ReactantTributylphosphine oxideHCID 13138—
ReactantLithium BromideHCID 82050—
SolventTolueneHCID 1140—
Product5-(Chloromethyl)-3-(4-chlorophenyl)-1,3-oxazolidin-2-oneHCID 1899720793%

Reaction Steps

A toluene (10 ml) solution of 5.9 g of 4-chlorophenyl isocyanate and 3.3 ml of epichlorohydrin was added dropwise to a toluene (1 ml) solution of 0.2 g of lithium bromide and 0.42 g of tri-n-butylphosphine oxide at 100° C. The mixture was stirred at the same temperature for 3 hours. The reaction mixture was concentrated under reduced pressure. Ethanol was added to the obtained residue to collect the crystals by filtration. Thus, 8.9 g of the title compound was obtained (yield 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05480899
Source datasetuspto-grants-1996_01
ORD IDord-1fb353f2d3984f259097bcc6215d6345
Source noteuspto-grants-1996_01