Sodium hydride → {3-[4-Bromo-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-5-chloro-phenyl}-acetic acid ethyl ester

Participants

Role	Name	HCID	Charge
Reactant	Sodium hydride	HCID 24758	—
Reactant	1,4-Dioxane	HCID 31275	—
Reactant	2H-1,3-oxazol-2-id-4-one	HCID 53249566	—
Reactant	[3-(4-Bromo-2-bromomethyl-phenoxy)-5-chloro-phenyl]-acetic acid ethyl ester	HCID 58237642	—
Product	{3-[4-Bromo-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-5-chloro-phenyl}-acetic acid ethyl ester	HCID 58237451	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

[3-(4-Bromo-2-bromomethyl-phenoxy)-5-chloro-phenyl]-acetic acid ethyl ester (0.10 g, 0.25 mmol), 2-oxazolidone (0.044 g, 0.5 mmol), and sodium hydride (60% in mineral oil; 0.02 g, 0.5 mmol) were combined in 1,4-dioxane (4 mL) and stirred at 80° C. for 2 hours. After work-up, the crude material was purified by silica gel chromatography (0-100% EtOAc in hexanes) to give the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08242145B2
Source dataset	uspto-grants-2012_08
ORD ID	ord-2c8ac0ce5c634bb8833e87d1e8c9786b
Source note	uspto-grants-2012_08