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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497049Generated: October 29, 2026

Triphenylphosphine → 3-Acetyl-1-chloro-5-(3,3-dichloroprop-2-enyloxy)-2-[4-(5-trifluoromethylpyrid-2-yloxy)butyloxy]benzene

https://huagongshe.com/reaction/497049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant3-Acetyl-1-chloro-5-(3,3-dichloroprop-2-enyloxy)-2-hydroxybenzeneHCID 11415201—
Reactant2-(4-Hydroxybutyloxy)-5-trifluoromethylpyridineHCID 22318618—
SolventTetrahydrofuranHCID 8028—
Product3-Acetyl-1-chloro-5-(3,3-dichloroprop-2-enyloxy)-2-[4-(5-trifluoromethylpyrid-2-yloxy)butyloxy]benzeneHCID 22318626—

Reaction Steps

Under an atmosphere of protective gas, 0.1 g of 3-acetyl-1-chloro-5-(3,3-dichloroprop-2-enyloxy)-2-hydroxybenzene, 0.08 g of 4-(5-trifluoromethylpyrid-2-yloxy)butan-1-ol and 0.093 g triphenylphosphine were dissolved in 2 ml of dry tetrahydrofuran (THF). With ice-bath cooling, 56 μl of diethyl azodicarboxylate were added dropwise. After about 30 minutes, the ice-bath was removed, and the mixture was stirred at room temperature for 15 hours. The mixture was then concentrated under reduced pressure and the residue was taken up in a mixture of ethyl acetate and water. After shaking, the organic phase was isolated, dried and concentrated under reduced pressure. The crude product was purified chromatographically. Yield: 0.051 g (35%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949551B2
Source datasetuspto-grants-2005_09
ORD IDord-9296e77940484e1cb130ab4d7d22df3c
Source noteuspto-grants-2005_09