HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butylamine → HCID 86241403, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butylamine | HCID 8007 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | Methyl 4-bromo-2-iodobenzeneacetate | HCID 86241402 | — |
| Catalyst | Triphenylphosphine | HCID 11776 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86241403 | HCID 86241403 | 118.1% |
Reaction Steps
Trimethylsilylacetylene (0.319 ml, 2.25 mmol), palladium acetate (12 mg, 56.3 μmol), triphenylphosphine (30 mg, 0.113 mmol), n-butylamine (0.334 ml, 3.38 mmol) and copper iodide (43 mg, 0.225 mmol) were added to a solution of methyl (4-bromo-2-iodophenyl)acetate (400 mg, 1.13 mmol) obtained in Example (85-1) in tetrahydrofuran (6 ml), and the mixture was stirred at room temperature for 3 hours. The solvent was removed under reduced pressure and the obtained residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate=15/1) to give crude methyl (4-bromo-2-trimethylsilanylethynylphenyl)acetate (434 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07923573B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-12f5cc443ff341ee8909462349da54b9 |
| Source note | uspto-grants-2011_04 |