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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095371Generated: October 27, 2026

2-Pent-1-ynylaniline → 1H-Indole, 2-propyl-

https://huagongshe.com/reaction/1095371

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Pent-1-ynylanilineHCID 10931719—
CatalystCopper iodideHCID 83717—
SolventDimethylformamideHCID 6228—
Product1H-Indole, 2-propyl-HCID 13941580%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 2-pent-1-ynylaniline (0.25 g, 1.57 mmol), copper iodide (30 mg, 0.16 mmol), and N,N-dimethylformamide (6 mL) was heated at 140° C. for 4 hours and concentrated. The crude material was dissolved in diethyl ether, filtered through a layer of CELITE filter aid, and concentrated under reduced pressure. The residue was purified by automated flash chromatography eluting with a gradient of 0-20% ethyl acetate in hexanes to provide 0.20 g of 2-propyl-1H-indole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138173B2
Source datasetuspto-grants-2012_03
ORD IDord-5aa99a6c879a4598932154468e8b7a77
Source noteuspto-grants-2012_03