HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 19387558, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-n-Octyloxyphenylboronic Acid (contains varying amounts of Anhydride) | HCID 3977284 | — |
| Reactant | 5-Bromo-3-fluoro-2-(4-octyloxyphenyl)pyridine | HCID 19387546 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 19387558 | HCID 19387558 | 70% |
Reaction Steps
4.00 g (10.51 mmol) of 5-bromo-3-fluoro-2-(4-octyloxyphenyl)pyridine, 2.63 g (10.51 mmol) of 4-octyloxybenzeneboronic acid, 0.12 g (0.11 mmol) of tetrakis(triphenylphosphine)palladium(0) and 2.23 g (21.02 mmol) of sodium carbonate are heated at 80° C. for 3 hours in 100 ml of toluene, 70 ml of ethanol and 40 ml of water. The mixture is subsequently partitioned between aqueous sodium chloride solution and ether, and the organic phase is washed with aqueous sodium chloride solution, dried over sodium sulfate, evaporated and purified by chromatography (silica gel/dichloromethane), giving 3.72 g of 3-fluoro-2,5-di(4-octyloxyphenyl)pyridine. ##STR26## The compound has the phase sequence: X 88 (77.9) Sc 142 SA 171 N 172 I.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05445763 |
| Source dataset | uspto-grants-1995_08 |
| ORD ID | ord-59542e11cd6f481f8b5dc20c69e82937 |
| Source note | uspto-grants-1995_08 |