HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium sulfate decahydrate → [5-isobutoxy-1-(2-methylphenyl)-1H-pyrazol-3-yl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium sulfate decahydrate | HCID 62649 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | ethyl 5-isobutoxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate | HCID 23157226 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [5-isobutoxy-1-(2-methylphenyl)-1H-pyrazol-3-yl]methanol | HCID 23157447 | 92.2% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution (10 mL) of ethyl 5-isobutoxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate (1.07 g, 3.54 mmol) in anhydrous tetrahydrofuran was added lithium aluminum hydride (0.13 g, 3.54 mmol) under stirring at 0° C., and the mixture was stirred at the same temperature for 2 hr. After completion of the reaction, sodium sulfate decahydrate (2.28 g, 7.08 mmol) was added to the reaction system and the mixture was stirred at room temperature for 2 hr. The precipitated insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1-1/1) to give the title compound (0.85 g, yield 92%) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786165B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-d6648e58d64049e6820c08b7730e49c8 |
| Source note | uspto-grants-2010_08 |