HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 2-Fluoro-3,6-di(4-octyloxyphenyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | p-Bromophenyl octyl ether | HCID 145298 | — |
| Reactant | 2-Fluoro-6-(4-octyloxyphenyl)pyridine-3-boronic acid | HCID 19046950 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Fluoro-3,6-di(4-octyloxyphenyl)pyridine | HCID 19046951 | 49.4% |
Reaction Steps
3.35 g (10.00 mmol) of 2-fluoro-6-(4-octyloxyphenyl)pyridine-3-boronic acid in 45 ml of ethanol are refluxed together with 2.85 g (10.00 mmol) of 1-bromo-4-octyloxybenzene and 0.37 g (0.31 mmol) of tetrakis(triphenylphosphine)palladium in 60 ml of benzene and 3.18 g (30.00 mmol) of sodium carbonate in 12 ml of water for 20 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, dichloromethane) and recrystallization from acetonitrile give 2.5 g of 2-fluoro-3,6-di(4-octyloxyphenyl)pyridine. ##STR30##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05630962 |
| Source dataset | uspto-grants-1997_05 |
| ORD ID | ord-16cb24c04b964b758ce53dcb997dd6d7 |
| Source note | uspto-grants-1997_05 |