HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → (2R)-1-(3'-Fluoro-4'-propoxybiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (3-Fluoro-4-propoxyphenyl)boronic acid | HCID 16217197 | — |
| Reactant | (2R)-1-(4-bromophenoxy)-4-(3-pyridyl)-2-butanol | HCID 53756856 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (2R)-1-(3'-Fluoro-4'-propoxybiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanol | HCID 54111916 | 61.9% |
Reaction Steps
Prepared according to the method described in Example 33a) from toluene (5 ml), aqueous sodium carbonate (2 M, 1 ml), (2R)-1-(4-bromophenoxy)-4-(3-pyridyl)-2-butanol (0.25 g, Example 40a), ethanol (1 ml), 3-fluoro-4-propoxybenzeneboronic acid (0.23 g) and tetrakis(triphenylphosphine)palladium(0) (22 mg) with heating at reflux for 4 hours. The residue obtained after work-up was purified by column chromatography over silica eluting with ethyl acetate to give the title compound as a white solid (0.19 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05977105 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-2e7dba52ad6243f3ab27436f339e66d0 |
| Source note | uspto-grants-1999_11 |