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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299408Generated: November 3, 2026

Trimethylsilylacetylene → HCID 70159304, compound

https://huagongshe.com/reaction/2299408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant1-Bromo-4-(1-isopropoxycyclopropyl)benzeneHCID 22568821—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventTriethylamineHCID 8471—
ProductHCID 70159304HCID 7015930498%

Reaction Conditions

Temperature70 °C

Reaction Steps

Using General Procedure D; 1-bromo-4-(1-isopropoxycyclopropyl)-benzene (Intermediate 64, 240.0 mg, 0.94 mmol) in triethylamine (8 mL) was treated with copper(I)iodide (18.0 mg, 0.094 mmol) and then sparged with argon for 5 minutes. Trimethylsilyl acetylene (0.70 g, 7.1 mmols) was then added followed by dichlorobis-(triphenylphosphine)palladium(II) (66.0 mg, 0.094 mmol). The resulting reaction mixture was heated to 70° C. for 5 days. The title compound (250.0 mg, 98%) was isolated by chromatography (0-3% EtOAc-hexanes) as an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495552B2
Source datasetuspto-grants-2002_12
ORD IDord-fc93174c836b4ca6bfe9588aad65cfff
Source noteuspto-grants-2002_12