HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 3-(2,2,2-Trifluoroethoxymethyl)benzofuran-2-carboxylic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | 2,2,2-Trifluoroethanol | HCID 6409 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Methyl 3-(bromomethyl)-2-benzofurancarboxylate | HCID 100838 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-(2,2,2-Trifluoroethoxymethyl)benzofuran-2-carboxylic acid | HCID 28943207 | — |
Reaktionsschritte
Sodium hydride (15 mg, 0.56 mmol) was suspended in anhydrous DMF and stirred under N2(g). 2,2,2-Trifluoroethanol (270 μL, 3.7 mmol) was added and after stirring the reaction mixture for 15-20 min., 3-bromomethylbenzofuran-2-carboxylic acid methyl ester was added. After 8 h, 1N NaOH (aq.) was added and the reaction mixture was stirred for 10-15 min. The reaction mixture was acidified reaction to pH 3 with aqueous hydrochloric acid and the product was extracted with EtOAc. The organic layer was dried organic over Na2SO4 and concentrated in vacuo to give 3-(2,2,2-trifluoroethoxymethyl)benzofuran-2-carboxylic acid (38 mg) which was then used without purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09186347B1 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-0b81eb893faa4199a158c8e195a94d9e |
| Quellennotiz | uspto-grants-2015_11 |