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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 487783Generated: October 30, 2026

Butylamine → HCID 11024104, compound

https://huagongshe.com/reaction/487783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButylamineHCID 8007—
ReactantTriphenylphosphineHCID 11776—
Reactant3,3-Dimethyl-1-butyneHCID 13512—
ReactantHCID 15290085HCID 15290085—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Catalystpalladium(II) acetateHCID 167845—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11024104HCID 1102410482%

Reaction Steps

To 10 ml tetrahydrofuran were added 1.44 g (5 mmol) of (E)-N-(3-chloro-2-propenyl)-N-ethyl-3-bromobenzylamine, 47.6 mg (0.25 mmol) of copper (I) iodide and 22.4 mg (0.1 mmol) of palladium acetate and 52.5 mg (0.2 mmol) of triphenylphosphine, and further, 1.0 ml (10 mmol) of n-butylamine and 0.74 ml (6 mmol) of tert-butylacetylene under ice cooling. The mixture was stirred for 20-hours at room temperature, and concentrated under reduced pressure. The residue was subjected to silica gel chromatography (n-hexane→n-hexane/ethyl acetate=20/1). The desired fractions were put together and concentrated under reduced pressure to obtain 1.37 g (yield: 82%) of the above identified compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05296612
Source datasetuspto-grants-1994_03
ORD IDord-8e7c1a9ed43e4c2aa8ed8df2bc742b6b
Source noteuspto-grants-1994_03