HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 2,6-diisopropyl-4-(4-fluorophenyl)-5-phenoxymethylpyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenolate Sodium | HCID 4445035 | — |
| Reactant | Ethyl 5-chloromethyl-2,6-diisopropyl-4-(4-fluorophenyl)pyridine-3-carboxylate | HCID 20081869 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 2,6-diisopropyl-4-(4-fluorophenyl)-5-phenoxymethylpyridine-3-carboxylate | HCID 20081776 | — |
Reaction Steps
3.22 g (9.1 mmol) of the compound from Example 86 dissolved in 50 ml of absolute tetrahydrofuran are added dropwise at 0° C. to a solution of 2.11 g (18.2 mmol) of sodium phenoxide 50 ml of absolute tetrahydrofuran and the mixture is heated to reflux for 4 days. After cooling to room temperature, the mixture is diluted using 150 ml of water and extracted several times using ether. The combined organic phases are dried over magnesium sulphate and concentrated in vacuo, and the residue chromatographed on a column (silica gel 70-230 mesh, using petroleum ether/ethyl acetate 95.5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05401746 |
| Source dataset | uspto-grants-1995_03 |
| ORD ID | ord-f5225a52191f401daea448bb7e2470c7 |
| Source note | uspto-grants-1995_03 |