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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 487771Generated: October 29, 2026

Ethylamine → (E)-N-ethyl-6,6-dimethyl-2-hepten-4-ynylamine hydrochloride

https://huagongshe.com/reaction/487771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamineHCID 6341—
ReactantTriphenylphosphineHCID 11776—
Reactant3,3-Dimethyl-1-butyneHCID 13512—
Reactant1,3-DichloropropeneHCID 24883—
CatalystPalladium ChlorideHCID 24290—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Product(E)-N-ethyl-6,6-dimethyl-2-hepten-4-ynylamine hydrochlorideHCID 1991711474%

Reaction Steps

By using 145 ml (1.79 mol) of 70% ethylamine aqueous solution instead of n-propylamine, 255 ml of tetahydrofuran, 27.3 ml (0.296 mol) of 1,3-dichloropropene (E/Z=9/1), 2.85 g (15 mmol) of copper (I) iodide, 1.07 g (6.0 mmol) of palladium chloride, 3.15 g (12 mmol) of triphenylphosphine and 45.0 ml (0.365 mol) of tert-butylacetylene, the treatment was conducted in the same manner as in Example 1 to obtain 44.4 g (yield: 74%) of the above identified compound as slightly yellowish brown crystalline powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05296612
Source datasetuspto-grants-1994_03
ORD IDord-f25aae7ab1f44b9c80d3dab353ea327d
Source noteuspto-grants-1994_03