HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethanol → Benzoic acid, 2,3,4-trifluoro-, ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethanol | HCID 702 | — |
| Edukt | Oxalyl chloride | HCID 65578 | — |
| Edukt | 2,3,4-Trifluorobenzoic acid | HCID 302932 | — |
| Katalysator | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Benzoic acid, 2,3,4-trifluoro-, ethyl ester | HCID 594559 | 97,3% |
Reaktionsschritte
To a solution of 2,3,4-trifluorobenzoic acid (10.85 g, 61.6 mmol) in dichloromethane (100 mL) is added oxalyl chloride (13.5 mL, 154 mmol) and N,N-dimethylformamide (3 drops). After 45 minutes, the reaction mixture is concentrated under vacuum. The resulting residue is dissolved in dichloromethane (100 mL) and to this solution is added ethanol (18 mL, 310 mmol). After 30 minutes, the reaction mixture is diluted with dichloromethane and washed with saturated NaHCO3, water, and brine. The organic layer is dried over MgSO4, filtered, and the filtrate is concentrated to afford the title compound as an oil (12.23 g). 1H NMR (CDCl3): δ 7.93–7.67 (m, 1H), 7.09–6.96 (m, 1H), 4.39 (q, 2H), 1.40 (t, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07094780B1 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-1ce2e721306346368ed59e7d64aa7c46 |
| Quellennotiz | uspto-grants-2006_08 |