HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 51729Generated: October 27, 2026
Triethylamine → [4-(1-Isopropoxycyclopropyl)-3-methyl-phenylethynyl]-trimethylsilane
https://huagongshe.com/reaction/51729
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | Ethyl4-[4-(1-benzyloxycyclopropyl)-3-methyl-phenylethynyl]-benzoate | HCID 22568984 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Product | [4-(1-Isopropoxycyclopropyl)-3-methyl-phenylethynyl]-trimethylsilane | HCID 22568967 | 91% |
Reaction Steps
Using General Procedure D; 4-bromo-1-(1-isopropoxycyclopropyl)-2-methyl-benzene (Intermediate 79, 250.0 mg, 0.95 mmol) in triethylamine (8 mL) was treated with copper(I)iodide (19.0 mg, 0.10 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) (70.0 mg, 0.1 mmol). The resulting reaction mixture was heated to 70° C. for 5 d. The title compound (250.0 mg, 91%) was isolated by chromatography (0-3% EtOAc-hexanes).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06713647B2 |
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| Source dataset | uspto-grants-2004_03 |
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| ORD ID | ord-4735eaa9b7af44fc956a37a6d1182cbb |
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| Source note | uspto-grants-2004_03 |
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