HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-(4-Nitro-pyrazol-1-yl)-propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromo-1-propanol | HCID 12308 | — |
| Reactant | 4-nitro-1H-pyrazole | HCID 16376 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-(4-Nitro-pyrazol-1-yl)-propan-1-ol | HCID 19621837 | 93% |
Reaction Conditions
| Temperature | 75 °C |
|---|
Reaction Steps
To a stirred solution of 4-nitro-1H-pyrazole (27) (1.0 g, 8.9 mmol) in MeCN (15 mL) was added K2CO3 (1.8 g, 13.2 mmol) and 3-bromo-propanol (880 μL, 9.7 mmol). The mixture was stirred at 75° C. for 6 hours. The solvent was evaporated in vacuo and the residue partitioned between H2O (15 mL) and EtOAc (15 mL). The layers were separated and the aqueous phase extracted with EtOAc (2×15 mL). The combined organics were dried (MgSO4), filtered and the solvent evaporated in vacuo to afford the title compound as a pale yellow oil (1.41 g, 93%); LCMS, Rt=1.31 min (MeOH-FA method), m/z 172 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09433622B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-5832e3deb7e74ffd9ceb999f45ff1987 |
| Source note | uspto-grants-2016_09 |