HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl((tributylstannyl)ethynyl)silane → 3-Benzyl-8-trifluoromethyl-4-(3-trimethylsilanylethynylphenyl)-quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl((tributylstannyl)ethynyl)silane | HCID 639663 | — |
| Reactant | 3-Benzyl-4-(3-bromophenyl)-8-(trifluoromethyl)quinoline | HCID 66913574 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-Benzyl-8-trifluoromethyl-4-(3-trimethylsilanylethynylphenyl)-quinoline | HCID 66913838 | — |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A solution of 3-benzyl-4-(3-bromo-phenyl)-8-trifluoromethyl-quinoline (1.0 g, 23 mmol) and trimethyl-tributylstannanylethynyl-silane (1.3 g, 34 mmol) in toluene (25 mL) is treated with Pd(PPh3)4 (270 mg) and heated at 120° C. for 3 h. The reaction is then cooled and concentrated in vacuo. The residue is chromatographed with 10:90 ethyl acetate:hexane to afford 3-benzyl-8-trifluoromethyl-4-(3-trimethylsilanylethynylphenyl)-quinoline as an oil. MS (ESI) m/z 460.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576215B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-7f0b111c95ff405f8c13261632fe5682 |
| Source note | uspto-grants-2009_08 |