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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305238Generated: November 3, 2026

Triethylamine → HCID 70105059, compound

https://huagongshe.com/reaction/2305238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant3-{(2-(4,5-Diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}benzoic acidHCID 9845844—
ReactantToluene tert-butyl alcoholHCID 22595558—
ProductHCID 70105059HCID 7010505978%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-{(2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}benzoic acid (2.60 g, 5.98 mmol), triethylamine (1.08 ml, 7.77 mmol), and diphenylphosphoryl azide (1.67 ml, 7.77 mmol) in t-butanol-toluene (2:1, 80 ml) was stirred at 80° C. for 18 hours. After cooling the mixture to room temperature, the mixture was evaporated, diluted with EtOAc, washed with saturated sodium hydrogencarbonate solution, water and brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by silica gel column chromatography (hexane:EtOAc, 8:1 elution) to give {3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}phenyl}carbamic acid tert-butyl ester (2.36 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06437146B1
Source datasetuspto-grants-2002_08
ORD IDord-514508fea2274155ad73694aaf562c3f
Source noteuspto-grants-2002_08