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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777555Generated: November 1, 2026

Triphenylphosphine → 2-(5,6-Dichloro-1H-indol-3-yl)ethanamine

https://huagongshe.com/reaction/1777555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant3-(2-Azidoethyl)-5,6-dichloro-2-(triethylsilyl)-1H-indoleHCID 86699392—
SolventMethanolHCID 887—
Product2-(5,6-Dichloro-1H-indol-3-yl)ethanamineHCID 13301690—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 3-(2-azidoethyl)-5,6-dichloro-2-(triethylsilyl)-1H-indole (0.497 g; 1.35 mmol) and triphenylphosphine (0.529 g; 1.35 mmol) in methanol (10 mL) was stirred at 70° C. for 2 hours. The reaction mixture was concentrated under reduced pressure and the crude material was dissolved in a solution of tetrabutylamonium fluoride (4.04 mL 1M) in THF, stirred at room temperature for 36 hours, and concentrated under reduced pressure. The crude material was used without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266832B2
Source datasetuspto-grants-2016_02
ORD IDord-518fca3dfc114fe29036d55eddec0411
Source noteuspto-grants-2016_02