HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 2,6-Di-tert-butyl4-trimethylsilanylethynyl-phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | 4-Bromo-2,6-di-tert-butylphenol | HCID 70829 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 2,6-Di-tert-butyl4-trimethylsilanylethynyl-phenol | HCID 22568924 | — |
Reaction Steps
Following General Procedure D and using 4-bromo-2,6-di-t-butyl-phenol (1.43 g, 5 mmol), triethyl amine (15 mL), anhydrous tetrahydrofuran (15 mL), copper(I)iodide (0.06 g, 0.3 1 mmol), trimethylsilyl acetylene (4.9 g, 50 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.18 g, 0.26 mmol) followed by flash column chromatography over silica gel (230-400 mesh) using hexane as eluent, the title compound was obtained (1.35 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06380256B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-eec6ad4ae4834f3ebb97a29249ad5a2f |
| Source note | uspto-grants-2002_04 |