HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 427862Generated: October 29, 2026
Trimethylsilylacetylene → [4-(1-Benzyloxycyclopropyl)phenylethynyl]-trimethylsilane
https://huagongshe.com/reaction/427862
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | 1-Bromo-4-(1-benzyloxycyclopropyl)benzene | HCID 22568802 | — |
| 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-Benzyloxycyclopropyl)phenylethynyl]-trimethylsilane | HCID 22568904 | 88.3% |
Reaction Steps
Using General Procedure D; 1-bromo-4-(1-benzyloxycyclopropyl)-benzene (Intermediate 69, 160.0 mg, 0.53 mmol) in triethylamine (5 mL) was treated with copper(I)iodide (10.0 mg, 0.05 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) (37.0 mg, 0.05 mmol). The resulting reaction mixture was heated to 70° C. for 5 d. The title compound (150.0 mg, 83%) was isolated by chromatography (0-3% EtOAc-hexanes) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06313107B1 |
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| Source dataset | uspto-grants-2001_11 |
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| ORD ID | ord-cbd2b636a520426ba783d6482ee1cc27 |
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| Source note | uspto-grants-2001_11 |
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