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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007358Generated: October 29, 2026

Ethyl Acetate → HCID 135409725, compound

https://huagongshe.com/reaction/1007358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium MethoxideHCID 10942334—
Reactant7-Bromo-2-(4-hydroxyphenyl)-1,3-benzoxazol-5-olHCID 135418373—
Catalystcopper(I) bromideHCID 24593—
SolventHydrochloric AcidHCID 313—
SolventDimethylformamideHCID 6228—
ProductHCID 135409725HCID 13540972560%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 7-bromo-2-(4-hydroxyphenyl)-1,3-benzoxazol-5-ol (100 mg, 0.33 mmol), and copper(I) bromide (56 mg, 0.39 mmol) in anhydrous N,N dimethylformamide (1.5 mL) was stirred with freshly prepared sodium methoxide (15 wt % in methanol, 1 ml) and heated to 120° C. for 4 h. The mixture was cooled and diluted with HCl (1N, 5 ml). Isolation of the crude product with ethyl acetate followed by flash chromatography (40%-50% EtOAc/petroleum ether) gave the title compound as an off-white solid (50 mg, 60% yield, mp 225-228° C.); MS m/e 258 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794403B2
Source datasetuspto-grants-2004_09
ORD IDord-26858c666f184842b12a72d328352927
Source noteuspto-grants-2004_09