HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 2-(4-Bromo-1H-pyrazol-1-yl)-2-methylpropan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Ethyl 2-(4-bromo-1H-pyrazol-1-yl)-2-methylpropanoate | HCID 59231678 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(4-Bromo-1H-pyrazol-1-yl)-2-methylpropan-1-ol | HCID 58659221 | 89.5% |
Reaction Steps
To a solution of ethyl 2-(4-bromo-1H-pyrazol-1-yl)-2-methylpropanoate (0.8 g, 3.06 mmol) in MeOH (10 mL) was added sodium borohydride (0.348 g, 9.19 mmol). The reaction was stirred at room temperature for 3 h and quenched with saturated NH4Cl solution. The mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous MgSO4, filtered, and concentrated. The resulting residue was purified by flash chromatography (0-100% ethyl acetate:hexanes) to afford the title compound (0.6 g, 89% yield) as a white powder. LCMS, [M+H]+=219.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062028B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-c2650c980889427189bfb3dcc03e1ddf |
| Source note | uspto-grants-2015_06 |