Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120254Generated: November 1, 2026

Triphenylphosphine → HCID 9925982, compound

https://huagongshe.com/reaction/2120254

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant3-Hydroxy-5-chloropyridineHCID 582305—
Reactant4-(2-Hydroxyethyl)indolin-2-oneHCID 10943004—
SolventTetrahydrofuranHCID 8028—
ProductHCID 9925982HCID 992598236.4%

Reaction Steps

Diethyl azodicarboxylate (1.74 g, 10 mmol) was added to a solution of triphenylphosphine (2.62 g, 10 mmol) in tetrahydrofuran (20 mL) under nitrogen atmosphere. The mixture was stirred for 15 minutes. To it was then added 4-(2-hydroxy-ethyl)-1,3-dihydro-indol-2-one (1.77 g, 10 mmol) followed by 5-chloro-3-pyridinol (1.29 g, 10 mmol). The mixture was stirred at room temperature for 2 days. The precipitate was collected by vacuum filtration, washed with ethyl acetate and dried to give 1.05 g (36%) of 4-[2-(5-chloro-pyridin-3-yloxy)-ethyl]-1,3-dihydro-indol-2-one as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06689806B1
Source datasetuspto-grants-2004_02
ORD IDord-288c5d48cdd243dba0024dc17f17e468
Source noteuspto-grants-2004_02