HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethylformamide → 1-(4-Bromo-3-(trifluoromethyl)-1H-pyrazol-1-YL)-2-methylpropan-2-OL
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Isobutylene oxide | HCID 11208 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | HCID 178506296 | HCID 178506296 | — |
| Produkt | 1-(4-Bromo-3-(trifluoromethyl)-1H-pyrazol-1-YL)-2-methylpropan-2-OL | HCID 67004592 | — |
Reaktionsbedingungen
| Temperatur | 90 °C |
|---|
Reaktionsschritte
To a mixture of 4-bromo-3-trifluoromethyl-1H-pyrazole (200.0 mg, 0.9304 mmol), K2CO3 (200.0 mg, 1.447 mmol) and DMF (3 mL, 40 mmol) was added 2,2-dimethyloxirane (0.5 mL, 6 mmol), and the mixture was heated to 90° C. for 2 h in a sealed tube. The material was transferred to a separation funnel, extracting with EtOAc and washing with water (3×). The organic layer was loaded onto silica gel for column chromatography, eluting with 10-30% EtOAc/heptane. The fractions containing the 3-trifluoromethyl product were concentrated in vacuo to afford the title compound as a brown oil. 1H NMR (400 MHz, CD3OD): δ=1.17 (s, 6H), 4.13 (s, 2H), 7.87 (s, 1H). MS (ES+): m/z=287.00/289.00 (100/100) [MH+]. HPLC: tR=1.35 min (polar—3 min, UPLC-ACQUITY).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08445510B2 |
| Quelldatensatz | uspto-grants-2013_05 |
| ORD ID | ord-5623af810b904d7084714d3251798ef5 |
| Quellennotiz | uspto-grants-2013_05 |