HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Octanol → 2-Fluoro-3-(octyloxy)-6-[4-(octyloxy)phenyl]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Octanol | HCID 957 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 2-(4-Octyloxyphenyl)-5-hydroxy-6-fluoropyridine | HCID 19046961 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Fluoro-3-(octyloxy)-6-[4-(octyloxy)phenyl]pyridine | HCID 19046959 | 41.7% |
Reaction Steps
2.00 g (11.5 mmol) of diethyl azodicarboxylate are added dropwise at 0° C. to 3.00 g (11.5 mmol) of triphenylphosphine in 50 ml of tetrahydrofuran, and the mixture is stirred at room temperature for 30 minutes. 2.42 g (7.7 mmol) of 2-fluoro-3-hydroxy-6-(4-octyloxyphenyl)pyridine and 1.00 g (7.7 mmol) of 1-octanol are then added. After a reaction time of 18 hours at room temperature, the solvent is distilled off, and the residue is purified by chromatography (silica gel, 95:5 hexane/ethyl acetate). Recrystallization from acetonitrile gives 1.38 g of 2-fluoro-3-octyloxy-6-(4-octyloxyphenyl)pyridine. ##STR19##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05630962 |
| Source dataset | uspto-grants-1997_05 |
| ORD ID | ord-6f97ea7a9b954c339563f835fbddce8e |
| Source note | uspto-grants-1997_05 |