HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185277Generated: October 30, 2026
Trimethylsilylacetylene → [4-(1-Isopropoxycyclopropyl)phenylethynyl]-trimethylsilane
https://huagongshe.com/reaction/2185277
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | 1-Bromo-4-(1-isopropoxycyclopropyl)benzene | HCID 22568821 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | [4-(1-Isopropoxycyclopropyl)phenylethynyl]-trimethylsilane | HCID 22568899 | 98% |
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 g, 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06399774B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-c0592823a9f04274aa1deb728959213e |
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| Source note | uspto-grants-2002_06 |
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