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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869285Generated: October 31, 2026

Methylparaben → 4-[5-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-ylethoxy]-benzoic acid methyl ester

https://huagongshe.com/reaction/1869285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylparabenHCID 7456—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-ethanolHCID 22647490—
SolventTetrahydrofuranHCID 8028—
Product4-[5-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-ylethoxy]-benzoic acid methyl esterHCID 57986742—

Reaction Steps

To a solution of 4-(2-hydroxy-ethyl)-5-methyl-2-(4-trifluoromethyl-phenyl)thiazole (Example 3, 288 mg, 1.0 mmol) in THF (3 mL) add 4-hydroxy-benzoic acid methyl ester (167 mg, 1.1 mmol) followed by triphenylphosphine (288 mg, 1.1 mmol). To this solution, add, dropwise, diethyl azodicarboxylate (174 μL, 1.1 mmol). On complete addition, stir the resulting red solution for 20 min. concentrate under reduced pressure and purify the residue by flash chromatography (elute with 15% ethyl acetate/15% dichloromethane in heptane) to give the title compound as a white solid. (410 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638539B2
Source datasetuspto-grants-2009_12
ORD IDord-0ea7df13dddf4cb2abf771a820dbe387
Source noteuspto-grants-2009_12