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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479228Generated: October 30, 2026

Potassium Iodide → [Rac]-2-ethoxy-3-{4-[2-(2-methoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-2-methyl-phenyl}-propionic acid ethyl ester

https://huagongshe.com/reaction/479228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
Reactant2-MethoxybenzaldehydeHCID 8658—
ReactantCesium carbonateHCID 10796—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant4-(Chloromethyl)-2-(2-methoxyphenyl)-5-methyl-1,3-oxazoleHCID 22273918—
Reactant[Rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl esterHCID 57792490—
Product[Rac]-2-ethoxy-3-{4-[2-(2-methoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-2-methyl-phenyl}-propionic acid ethyl esterHCID 69557087—

Reaction Steps

In analogy to the procedure described in example 144 a], [rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl ester (example 129 c]) was reacted with 4-chloromethyl-2-(2-methoxy-phenyl)-5-methyl-oxazole (prepared from 2-methoxy-benzaldehyde and diacetyl monoxyme followed by treatment with POCl3 in analogy to the procedures described in examples 21 a] and b]) in the presence of cesium carbonate and potassium iodide to yield [rac]-2-ethoxy-3-{4-[2-(2-methoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-2-methyl-phenyl}-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 120 f] to yield [rac]-2-ethoxy-3-{4-[2-(2-methoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-2-methyl-phenyl}-propionic acid as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642389B2
Source datasetuspto-grants-2003_11
ORD IDord-4a719f21fd4348a89879cabd6a00d1da
Source noteuspto-grants-2003_11