Reaktion #76765

Reaktionsgleichung

ethyl 2-chloro-4-fluoro-5-nitrobenzoate

→

ethyl 5-amino-2-chloro-4-fluorobenzoate

Ausbeute 90.0%

Lösungsmittel

acetic acid

ethyl acetate

acetic acid

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered though celite
2. 2
   ExtraktionThe filtrate was extracted with 100 ml of ethyl acetate
3. 3
   WaschenThe ethyl acetate layer was washed with aqueous sodium bicarbonate solution and saturated sodium chloride solution
4. 4
   Trocknendried with magnesium sulfate
5. 5
   workup.DISTILLATIONThe solvent was distilled out
6. 6
   Sonstigethe residue was purified by silica gel chromatography, which

Vorschrift

Then, 60 g of iron powder and 500 ml of 10% acetic acid were mixed, and the mixture was heated to 40° C. Separately, 50 g (0.20 mol) of ethyl 2-chloro-4-fluoro-5-nitrobenzoate was dissolved in a mixed solution of 20 ml of acetic acid and 20 ml of ethyl acetate, and added dropwise to the above iron powder-acetic acid mixed solution. Then, the reaction mixture was stirred at 50° C. for 1 hour and filtered though celite. The filtrate was extracted with 100 ml of ethyl acetate. The ethyl acetate layer was washed with aqueous sodium bicarbonate solution and saturated sodium chloride solution, and dried with magnesium sulfate. The solvent was distilled out, and the residue was purified by silica gel chromatography, which afforded to 40 g (0.18 mol) of ethyl 5-amino-2-chloro-4-fluorobenzoate.

Quelle