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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026249Generated: October 31, 2026

Triphenylphosphine → HCID 86666274, compound

https://huagongshe.com/reaction/1026249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant3-Fluoro-4-nitrophenolHCID 520948—
Reactant1,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamateHCID 7023103—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86666274HCID 8666627499.7%

Reaction Steps

To a mixture of 3-fluoro-4-nitrophenol (2.02 g), tert-butyl [(1S)-2-hydroxy-1-methylethyl]carbamate (5.62 g), triphenylphosphine (8.41 g) and THF (60 mL) was added dropwise a toluene solution (1.9 M, 16.9 mL) of diisopropyl azodicarboxylate at room temperature, and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound as a pale-yellow solid (4.03 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729102B2
Source datasetuspto-grants-2014_05
ORD IDord-515e5b6c084243c3b851b02221f90afd
Source noteuspto-grants-2014_05