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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1627719Generated: November 4, 2026

Tetrahydrofuran → HCID 86693799, compound

https://huagongshe.com/reaction/1627719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3,3-Dimethyl-1-butyneHCID 13512—
Reactant(4-Iodo-2,5-Dimethylphenyl)AmineHCID 4770984—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 86693799HCID 8669379976.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

Tetrahydrofuran (5 ml), 5 ml of triethylamine, 216 mg of tert-butylacetylene, 71 mg of palladium chloride-ditriphenylphosphine complex, and 19 mg of copper iodide were added to 0.5 g of 2,5-dimethyl-4-iodoaniline, and the mixture was stirred at 50° C. for 15 hours. After completion of the reaction, water was added to the reaction solution, and extraction was performed 3 times with ethyl acetate. The organic layer was collected, washed with a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=10:1), thereby obtaining 0.31 g of 2,5-dimethyl-4-(3,3-dimethyl-1-butynyl)aniline (Compound 4-25).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785649B2
Source datasetuspto-grants-2014_07
ORD IDord-1245c12a718e4690b1cc4fad15ca60b7
Source noteuspto-grants-2014_07