HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium sulfate decahydrate → (3-benzyloxy-1-phenyl-1H-pyrazol-4-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium sulfate decahydrate | HCID 62649 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | ethyl 3-benzyloxy-1-phenyl-1H-pyrazole-4-carboxylate | HCID 22930780 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (3-benzyloxy-1-phenyl-1H-pyrazol-4-yl)methanol | HCID 22930694 | 84.3% |
Reaction Steps
To a solution of ethyl 3-benzyloxy-1-phenyl-1H-pyrazole-4-carboxylate (8.06 g) in tetrahydrofuran (100 mL) was added lithium aluminum hydride (0.95 g) at 0° C. and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added sodium sulfate decahydrate (8.06 g) and the mixture was stirred at room temperature for 1 hr. After removing the precipitate by filtration, the filtrate was concentrated. The residue was subjected to silica gel column chromatography to give (3-benzyloxy-1-phenyl-1H-pyrazol-4-yl)methanol (5.91 g, yield 84%) as colorless crystals from a fraction eluted with ethyl acetate. The crystals were recrystallized from ethyl acetate-hexane. melting point: 93-94° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368578B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-beea84ec16aa40759749d4d230de88ff |
| Source note | uspto-grants-2008_05 |