HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Fluorophenol → 1-Fluoro-3-(prop-2-yn-1-yloxy)benzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Fluorophenol | HCID 9743 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1-Propyne, 1-bromo- | HCID 137279 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 1-Fluoro-3-(prop-2-yn-1-yloxy)benzene | HCID 14513182 | 106,4% |
Reaktionsschritte
3-Fluorophenol (5.10 g, 45.5 mmol) was dissolved in DMF (10 mL) and potassium carbonate (7.55 g, 54.6 mmol) was added and the mixture was stirred at ambient temperature for 30 minutes. Bromoprop-1-yne (5.05 mL, 45.5 mmol) was added and the reaction was stirred overnight at ambient temperature. The mixture was diluted with water, extracted with ethyl acetate, washed with brine, dried over sodium sulfate, concentrated under reduced pressure to give a yellow oil (7.27 g) that was used without further purification in the next step. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm=7.30-7.23 (m, 1 H), 6.81-6.69 (m, 3 H), 4.70 (d, J=2.3 Hz, 2 H), 2.56 (t, 1 H); LCMS (m/z) ES+=151 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08609653B2 |
| Quelldatensatz | uspto-grants-2013_12 |
| ORD ID | ord-dc7ebb8c68714bfe81486ce82c7fbce3 |
| Quellennotiz | uspto-grants-2013_12 |