HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 1,4-Di(2-fluoro-6-octyloxypyridine-3-yl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 1,4-Dibromobenzene | HCID 7804 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Fluoro-6-octyloxypyridine-3-boronic acid | HCID 19046940 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1,4-Di(2-fluoro-6-octyloxypyridine-3-yl)benzene | HCID 19046947 | 79.8% |
Reaction Steps
0.87 g (3.7 mmol) of 1,4-dibromobenzene, 2.00 g (7.4 mmol) of 2-fluoro-6-octyloxypyridin-3-boronic acid (prepared as described in Example 5), 0.56 g (0.46 mmol) of tetrakis(triphenylphosphine)palladium(0) and 5 g (46.1 mmol) of sodium carbonate in 50 ml of benzene, 35 ml of ethanol and 20 ml of water are refluxed for 18 hours. After distributing the reaction mixture between water and dichloromethane, the organic phase is washed with sodium chloride solution, dried over sodium sulfate, filtered and concentrated. Purification of the residue by chromatography (silica gel, CH2Cl2) and recrystallization from acetonitrile give 1.55 g of 1,4-di(2-fluoro-6-octyloxypyridine-3-yl)benzene. ##STR36##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05630962 |
| Source dataset | uspto-grants-1997_05 |
| ORD ID | ord-a15a2e58252f4142aacc79a69cef98ad |
| Source note | uspto-grants-1997_05 |