Reaktion #10370

Reaktionsgleichung

2,3,4-trifluorobenzoic acid

oxalyl chloride

ethanol

→

title compound

Ausbeute 97.3%

2,3,4-Trifluorobenzoic acid ethyl ester

Ausbeute 97.3%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe reaction mixture is concentrated under vacuum
2. 2
   workup.DISSOLUTIONThe resulting residue is dissolved in dichloromethane (100 mL) and to this solution
3. 3
   workup.WAITAfter 30 minutes
4. 4
   Waschenwashed with saturated NaHCO3, water, and brine
5. 5
   TrocknenThe organic layer is dried over MgSO4
6. 6
   Filtrationfiltered
7. 7
   Einengenthe filtrate is concentrated

Vorschrift

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).

Quelle