HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 51785Generated: October 29, 2026
Trimethylsilylacetylene → Dibenzyl-[1-(4-trimethylsilanylethynylphenyl)-cyclopropyl]-amine
https://huagongshe.com/reaction/51785
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | Dibenzyl-[1-(4-bromophenyl)-cyclopropyl]-amine | HCID 22568917 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Dibenzyl-[1-(4-trimethylsilanylethynylphenyl)-cyclopropyl]-amine | HCID 22568993 | 88.8% |
Reaction Steps
Using General Procedure D; dibenzyl-[1-(4-bromophenyl)-cyclopropyl]-amine (Intermediate 125, 45.0 mg, 0.11 mmol) in triethylamine (8 mL) was treated with copper(I)iodide (10.0 mg, 0.05 mmol) and then sparged with argon for 5 minutes. Trimethylsilyl acetylene (0.35 g, 3.6 mmols) was then added followed by dichlorobis(triphenylphosphine)palladium(II) (35.0 mg, 0.05 mmol). The resulting reaction mixture was heated to 70° C. for 5 d. The title compound 40 mg (88%) was isolated by chromatography (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-3da8b558e697400da5c51b8d5bae37b5 |
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| Source note | uspto-grants-2004_03 |
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