HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium trifluoroacetate → Ethyl 5-trifluoromethyl-6-methoxybenzo[b]thiophene-3-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium trifluoroacetate | HCID 23662811 | — |
| Edukt | Ethyl 5-bromo-6-methoxybenzo[b]thiophene-3-carboxylate | HCID 53817228 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Ethyl 5-trifluoromethyl-6-methoxybenzo[b]thiophene-3-carboxylate | HCID 53925736 | 64% |
Reaktionsschritte
Ethyl-5-bromo-6-methoxybenzo[b]thiophene-3-carboxylate (D4) (0.81 g, 3 mmoles) in dry dimethylformamide (20 ml) and toluene (10 ml) was treated with potassium trifluoroacetate (0.78 g, 6 mmoles) and copper (I) iodide (0.98 g, 6 mmoles). The mixture was heated under reflux for 1 hr using a Dean-Stark trap to collect the toluene. The mixture was cooled and poured into water (150 ml) and extracted with diethyl ether. The resulting emulsion was filtered through kieselguhr. The combined organic extracts were washed several times with water then dried (Na2SO4). Flash chromatography on TLC silica gel eluting with dichloromethane/60-80 petrol ether 1:1 gave the title compound (D6) (0.5 g, 64%)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05922733 |
| Quelldatensatz | uspto-grants-1999_07 |
| ORD ID | ord-8f7003c0a7184667a2fb0c32d57f3ebe |
| Quellennotiz | uspto-grants-1999_07 |