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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24179Generated: October 30, 2026

Trimethylsilylacetylene → HCID 22568952, compound

https://huagongshe.com/reaction/24179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant4-Bromo-1-(1-isopropoxycyclopropyl)-2-ethyl-benzeneHCID 22568948—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventTriethylamineHCID 8471—
ProductHCID 22568952HCID 2256895299.5%

Reaction Steps

Using General Procedure D; 4-bromo-1-(1-isopropoxycyclopropyl)-2-ethyl-benzene (Intermediate 93, 300.0 mg, 1.07 mmol) in triethylamine 8 mL) was treated with copper(I)iodide (20.0 mg, 0.11 mmol) and then sparged with argon for 5 minutes. Trimethylsilylacetylene (0.70 g, 7.1 mmols) was then added followed by dichlorobis-(triphenylphosphine)palladium(II) (75.0 mg, 0.11 mmol). The resulting reaction mixture was heated to 70° C. for 5d. The title compound (320.0 mg, 99%) was isolated by chromatography (0-2% EtOAc—hexanes) as an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855512B2
Source datasetuspto-grants-2005_02
ORD IDord-66b34b9aecb74080922aa27ebc28450a
Source noteuspto-grants-2005_02