HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → {3-[3-(2-Methoxy-ethyl)-cyclobutyl]-phenylethynyl}-triisopropyl-silane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (Triisopropylsilyl)acetylene | HCID 2734682 | — |
| Reactant | 1-Bromo-3-[3-(2-methoxy-ethyl)-cyclobutyl]-benzene | HCID 59305315 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | {3-[3-(2-Methoxy-ethyl)-cyclobutyl]-phenylethynyl}-triisopropyl-silane | HCID 59305302 | 90.3% |
Reaction Steps
In a CEM snap top microwave vial were combined 1-Bromo-3-[3-(2-methoxy-ethyl)-cyclobutyl]-benzene (0.340 gm 1.28 mmol), triisopropylsilylacetylene (0.29 g, 1.12 mmol), copper iodide (9 mg, 0.178 mmol), tetrakis(triphenylphosphine)palladium (29 mg, 0.088 mmol) and triethylamine (1.30 g, 12.8 mmol). The vial was quickly agitated then irradiated in a CEM Explorer™ microwave instrument for 30 minutes at 80° C. Purification by column chromatography (hexanes) afforded an oil 375 mg (80%). This material was used in next step without further characterization.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723368B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-6172c194434a46a2974d92dffd81535c |
| Source note | uspto-grants-2010_05 |