Reaktion #66437

Reaktionsgleichung

SOCl2

2-amino-4-fluorobenzoic acid

thionyl chloride

ethanol

→

ethyl 2-amino-4-fluorobenzoate

Ausbeute 94.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was refluxed for 4 days total
2. 2
   Einengenconcentrated
3. 3
   workup.ADDITIONdiluted with EtOAc
4. 4
   Waschenwashed with 2N NaOH
5. 5
   Sonstigedried
6. 6
   Einengenconcentrated in vacuo

Vorschrift

To a chilled solution of 2-amino-4-fluorobenzoic acid (1.57 g, 10.1 mmol) in absolute ethanol (20 mL) was added neat thionyl chloride (4.4 mL, 60 mmol). The reaction mixture was refluxed for 4 days total, with addition of more SOCl2 (8 mL, 110 mmol), then concentrated, diluted with EtOAc, washed with 2N NaOH, dried and concentrated in vacuo to give ethyl 2-amino-4-fluorobenzoate (1.73 g, 94%).

Quelle