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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916516Generated: November 2, 2026

Trimethylsilylacetylene → HCID 14572730, compound

https://huagongshe.com/reaction/1916516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant2-(4-bromophenoxy)-N,N-diethylethanamineHCID 423953—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventPiperidineHCID 8082—
ProductHCID 14572730HCID 14572730—

Reaction Conditions

Temperature70 °C

Reaction Steps

Under a nitrogen atmosphere a mixture of 5.44 g (20 mmol) [2-(4-bromo-phenoxy)-ethyl]-diethyl-amine, 3.11 mL (22 mmol) ethynyl-trimethyl-silane, 462 mg (0.4 mmol) tetrakis-triphenylphosphane-palladium, 76 mg (0.4 mmol) CuI in 50 mL piperidine is heated to 70° C. for 21 h. The solvent is distilled off i.vac., the residue is taken up in water, exhaustively extracted with EtOAc and dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified on silica gel (EtOAc/MeOH/NH3 95:5:0.5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618132B2
Source datasetuspto-grants-2013_12
ORD IDord-b09d235c50064f6bb881e543d8f60808
Source noteuspto-grants-2013_12