HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 4-bromo-1-methyl-1H-pyrazole-5-carboxylate → (4-bromo-1-methyl-1H-pyrazol-5-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 4-bromo-1-methyl-1H-pyrazole-5-carboxylate | HCID 673643 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-bromo-1-methyl-1H-pyrazol-5-yl)methanol | HCID 57415773 | 44% |
Reaction Steps
Methyl 4-bromo-1-methyl-1H-pyrazole-5-carboxylate (2 g, 9.13 mmol) in DCM (40 mL) was cooled to −78° C. Diisobutylaluminum hydride (36.5 mL, 36.5 mmol) in DCM was added, and the reaction mixture was stirred for 2 hours at the same temperature. The reaction mixture was subsequently quenched with aqueous saturated sodium potassium tartrate and was transferred to a reparatory funnel, where it was washed with water and brine, dried over Na2SO4, and concentrated to give the title compound as a white solid (0.76 g, 44%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434743B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-97d9fef71a1c42feaeba9123a32dd627 |
| Source note | uspto-grants-2016_09 |