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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726030Generated: November 3, 2026

Triphenylphosphine → HCID 68861618, compound

https://huagongshe.com/reaction/1726030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-(Trifluoromethyl)phenolHCID 67874—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant2-Hydroxy-gamma-butyrolactone, (2R)-HCID 7157070—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68861618HCID 68861618—

Reaction Conditions

Temperature0 °C

Reaction Steps

Diethyl azodicarboxylate (2.31 ml, 14.7 mmol) is slowly added to a solution of (R)-(+)-α-hydroxy-γ-butyrolactone (1 g, 9.8 mmol), 4-trifluoromethylphenol (1.58 g, 9.8 mmol) and triphenylphosphine (3.86 g, 14.7 mmol) in anhydrous THF (80 ml) cooled to 0° C. After stirring for 5 minutes at 0° C. and overnight at room temperature, the solvent is evaporated off and the triphenylphosphine oxide is then precipitated from ether and filtered off. The filtrate is then washed with water, dried over magnesium sulphate and evaporated. After purification by flash chromatography (3/1 heptane/EtOAc), the expected compound is obtained in the form of a white powder (1.14 g, 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491747B2
Source datasetuspto-grants-2009_02
ORD IDord-f5305853c77b46af92a88b72da9060e3
Source noteuspto-grants-2009_02