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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2307396Generated: October 30, 2026

Tetrahydrofuran → HCID 12132428, compound

https://huagongshe.com/reaction/2307396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriphenylphosphineHCID 11776—
Reactant1H-indol-4-olHCID 75421—
ReactantProlinolHCID 90908—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ProductHCID 12132428HCID 12132428—

Reaction Steps

A solution of 4-hydroxyindole (1.33 g, 10.0 mmol), (S)-(−)-1-t-butoxycarbonyl)-2-pyrrolidine methanol (4.02 g, 20.0 mmol) and triphenylphosphine (5.3 g, 20.0 mmol) in THF is treated with diethyl azodicarboxylate (3.2 ML, 20.0 mmol) under nitrogen at room temperature, stirred for 2 h at room temperature and concentrated in vacuo. The resultant residue is purified by flash chromatography (silica gel, EtOAc/hexane: 20/80) to give the title compound as a white solid, 1.5 g, mp 40-41° C., identified by NMR and mass spectral analyses.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06831094B2
Source datasetuspto-grants-2004_12
ORD IDord-813be9f1938e4c76943440f47ba6527f
Source noteuspto-grants-2004_12