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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 563074Generated: October 30, 2026

P-Cresol → 4-(4-Chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-[3-(4-methylphenoxy)propyl]oxazole

https://huagongshe.com/reaction/563074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-CresolHCID 2879—
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant4-(4-Chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-oxazolepropanolHCID 9926997—
SolventTetrahydrofuranHCID 8028—
Product4-(4-Chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-[3-(4-methylphenoxy)propyl]oxazoleHCID 11058627—

Reaction Steps

To a mixture of 4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-oxazolepropanol (635 mg), 4-methylphenol (432 mg), tributylphosphine (607 mg) and tetrahydrofuran (5 ml) was added 1,1′-(azodicarbonyl)dipiperidine (757 mg) at room temperature, and the resulting mixture was stirred for 1 hour. After the reaction mixture was concentrated, the residue was subjected to silica gel column chromatography, and 4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-[3-(4-methylphenoxy)propyl]oxazole was obtained as an oil (475 mg, 58%) from an ethyl acetate-hexane (1:1, v/v)-eluted fraction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067453B2
Source datasetuspto-grants-2011_11
ORD IDord-36f5871142914445864b250e2baf35e7
Source noteuspto-grants-2011_11