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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496189Generated: October 25, 2026

Triphenylphosphine → N-[2-(2-cyclohexen-1-yloxy)phenyl]acetamide

https://huagongshe.com/reaction/496189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant2-AcetamidophenolHCID 11972—
Reactant2-Cyclohexen-1-OLHCID 13198—
ReactantDiethyl azodicarbonic acidHCID 54051361—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-(2-cyclohexen-1-yloxy)phenyl]acetamideHCID 2231365919.4%

Reaction Steps

2-Cyclohexenol (491 mg, 0.49 ml, 5.00 mmol, 1.0 equiv.), 2-acetamidophenol (756 mg, 5.00 mmol, 1.0 equiv.) and triphenylphosphine (1.44 g, 5.50 mmol, 1.1 equiv.) were dissolved in THF (10 ml) and kept at ambient temperature by a water bath. After dropwise addition of diethyl azodicarbonic acid (871 mg, 0.78 ml, 5.00 mmol, 1.0 equiv.), dissolved in THF (3 ml), the reaction mixture was stirred over night. Extractive work-up and flash chromatography on silica gel (heptane/tertbutyl(methyl)ether=1:1) afforded 224 mg (19%) the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06943188B2
Source datasetuspto-grants-2005_09
ORD IDord-bfa86f5257fc4cc08e7b8fb76e4ff145
Source noteuspto-grants-2005_09