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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050476Generated: November 1, 2026

Triethylamine → HCID 66981141, compound

https://huagongshe.com/reaction/1050476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHeptaneHCID 8900—
Reactant1-PentyneHCID 12309—
ReactantHCID 66981011HCID 66981011—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystTriphenylphosphine palladium dichlorideHCID 13169693—
SolventAcetonitrileHCID 6342—
ProductHCID 66981141HCID 6698114199.9%

Reaction Steps

A solution of 1-(5-bromobenzo[d][1,3]dioxol-2-yl)ethanone (4.13 g), copper (I) iodide (0.16 g), pent-1-yne (2.32 g), triphenylphosphine palladium chloride (1.19 g) and triethylamine (7 ml) in acetonitrile (40 ml) was stirred overnight at 50° C. Then 100 ml of heptane were added and the organic layer was washed successively with a 2M HCl solution and three times with water, dried over MgSO4 and concentrated. The crude reaction mixture was purified by flash chromatography on silica gel (eluant heptane/ethyl acetate 97/3) to give 3.91 g (22%) of a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382500B2
Source datasetuspto-grants-2016_07
ORD IDord-a5b7368ccf7344c1941c5d55b10c96e9
Source noteuspto-grants-2016_07