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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845893Generated: October 30, 2026

Triphenylphosphine → (S)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine

https://huagongshe.com/reaction/1845893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant3-Hydroxy-2-nitropyridineHCID 27057—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant(R)-1-(2,6-dichloro-3-fluorophenyl)ethanolHCID 11344814—
SolventTetrahydrofuranHCID 8028—
Product(S)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridineHCID 86327669—

Reaction Steps

The compound (R)-1-(2,6-dichloro-3-fluorophenyl)ethanol (12 g, 57.42 mmol) was dissolved in tetrahydrofuran (110 mL), 2-nitro-3-hydroxypyridine (8.84 g, 63.16 mmol) and triphenylphosphine (21.06 g, 80.39 mmol) were added, and the reaction mixture was stirred for 1 h at room temperature. Diisopropyl azodicarboxylate (16.26 g, 80.39 m mol) was added dropwise under the cooling of ice bath. The temperature of the reaction liquid was raised to 30° C., and the reaction was stirred overnight. After TLC test has showed that reaction was completed, the reaction liquid was concentrated under reduced pressure;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952002B2
Source datasetuspto-grants-2015_02
ORD IDord-39ed635b119a4c2984d5eeded2240137
Source noteuspto-grants-2015_02