HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(4-Nitro-1H-pyrazol-1-yl)cyclobutanemethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | ethyl 1-(4-nitro-1H-pyrazol-1-yl)cyclobutanecarboxylate | HCID 117840093 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-Nitro-1H-pyrazol-1-yl)cyclobutanemethanol | HCID 117840645 | 99.5% |
Reaction Steps
To a solution of ethyl 1-(4-nitro-1H-pyrazol-1-yl)cyclobutanecarboxylate (500 mg) obtained in Step A of Example 127 in tetrahydrofuran (30 mL) was added lithium tetrahydroborate (68 mg), and the mixture was stirred at room temperature for 3 hr. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (410 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187453B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-6ac954b88e9645e98da983b2224c48c9 |
| Source note | uspto-grants-2015_11 |