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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1057803Generated: November 4, 2026

Indole → 2-(2-(4-Phenoxy-2-propylphenoxy)ethyl)indole-5-acetic acid methyl ester

https://huagongshe.com/reaction/1057803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndoleHCID 798—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantMethyl 2-(2-hvdroxyethyl)indole-5-acetateHCID 15462903—
Reactant4-Phenoxy-2-propylphenolHCID 15462904—
SolventTetrahydrofuranHCID 8028—
Product2-(2-(4-Phenoxy-2-propylphenoxy)ethyl)indole-5-acetic acid methyl esterHCID 1546290562.3%

Reaction Steps

A solution of methyl 2-(2-hydroxyethyl)indole-5-acetate from Example 1, Step E (7.6 g), 4-phenoxy-2-propylphenol (8.28 g), triphenylphosphine (11.2 g), DIAD (8.5 mL) and THF (125 mL) was stirred under nitrogen at room temperature. After stirring overnight none of the starting indole remained as determined by TLC and the reaction was concentrated to a yellow oil. The oil was purified by silca gel chromatography (10%-20% ethyl acetate in hexanes) to give the desired product (9.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06515015B1
Source datasetuspto-grants-2003_02
ORD IDord-f30cc2c60a034fa9ae76790f6c74fb6c
Source noteuspto-grants-2003_02