HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-bromo-1-(2-methoxyethyl)-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(3-bromo-1H-pyrazol-1-yl)ethan-1-ol | HCID 59402299 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-bromo-1-(2-methoxyethyl)-1H-pyrazole | HCID 97178977 | — |
Reaction Steps
To a solution of 2-(3-bromo-1H-pyrazol-1-yl)ethanol obtained in Step D of Example 6 (300 mg) in N,N-dimethylformamide (16 mL) were added sodium hydride (55%, 137 mg) and iodomethane (196 μL) under ice-cooling. The reaction mixture was stirred under ice-cooling for 2 hr, water was added thereto, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (150 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09085578B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-71e9632191554930a2cd0d0635f241e0 |
| Source note | uspto-grants-2015_07 |