HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (1-(4-nitro-1H-pyrazol-1-yl)cyclopropyl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Methyl 1-(4-nitro-1H-pyrazol-1-YL)cyclopropane-1-carboxylate | HCID 117839997 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1-(4-nitro-1H-pyrazol-1-yl)cyclopropyl)methanol | HCID 91619134 | 71.5% |
Reaction Steps
To a solution of methyl 1-(4-nitro-1H-pyrazol-1-yl)cyclopropanecarboxylate (1.0 g) obtained in Step A of Example 128 in tetrahydrofuran (50 mL) was added lithium tetrahydroborate (160 mg), and the mixture was stirred at room temperature for 10 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 (620 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187453B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-eb94f5acd9c94c659995c30e02a71918 |
| Source note | uspto-grants-2015_11 |