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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640251Generated: October 27, 2026

Tetrahydrofuran → 2-Pent-1-ynylaniline

https://huagongshe.com/reaction/1640251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant2-IodoanilineHCID 11995—
Reactant1-PentyneHCID 12309—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
SolventDiethyl EtherHCID 3283—
Product2-Pent-1-ynylanilineHCID 10931719—

Reaction Steps

20 mL THF were placed in the flask and degassed with argon. Then 2.3 g (10 mmol) 2-iodo-aniline, 0.72 g (1.0 mmol) PdCl2(PPh3)2 and 0.20 g (1.0 mmol) copper iodide were added and the flask was rinsed with argon. Then 4.2 mL (30 mmol) triethylamine and 1.5 mL (15 mmol) 1-pentyne were added. The reaction mixture was stirred for 3 h at RT, diluted with diethyl ether, filtered through kieselguhr and evaporated down.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110575B2
Source datasetuspto-grants-2012_02
ORD IDord-606b7ed71ede4474b3854063538babd4
Source noteuspto-grants-2012_02