HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-6-(tert-butyldiphenylsiloxy)methylpyridine → 2-(tert-Butyldiphenylsiloxy)methyl-6-phenylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-6-(tert-butyldiphenylsiloxy)methylpyridine | HCID 23370237 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | 2-(tert-Butyldiphenylsiloxy)methyl-6-phenylpyridine | HCID 23370189 | — |
Reaction Steps
A mixture of 2-bromo-6-(tert-butyldiphenylsiloxy)methylpyridine (1 g; WO 94/00444), benzeneboric acid (400 mg) and tetrakis (triphenylphosphine) palladium (200 mg) in 2M Na2CO3 (25 mL) and THF (100 mL) was refluxed for 16 h. The THF was evaporated and the residue was extracted with EtOAc. The organics were dried (MgSO4), concentrated and chromatographed (silica gel; hexane/ethyl acetate (20:1)) to provide the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05576338 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-e5f5177229264eea963b84c8f8cd9fe6 |
| Source note | uspto-grants-1996_11 |