HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Ethoxy-4-iodo-3,5-dimethylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyl methyl ether | HCID 15413 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 2-Fluoro-4-iodo-3,5-dimethylpyridine | HCID 73554898 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Ethoxy-4-iodo-3,5-dimethylpyridine | HCID 86686350 | — |
Reaction Steps
A 20% solution of sodium ethoxide in ethanol (123 mL) was added to a solution of 2-fluoro-4-iodo-3,5-dimethylpyridine obtained in Preparation Example 29(2) (400 mg) in THF (5 mL), and the mixed solution was stirred at room temperature overnight. The reaction mixture was cooled at 0° C., and MTBE (20 mL) and water (20 mL) were then added. The organic layer was separated. The organic layer was washed with brine. The combined aqueous layers were extracted with MTBE. The combined organic layers were dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to give the title compound (423.8 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08563565B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-670cee03402942f08d5cfc92d6af8fae |
| Source note | uspto-grants-2013_10 |