- Synthesis of Ethyl 4-aminobenzoate
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Ethyl 4-aminobenzoate (CAS NO.: ), which is also known as , 4-amino-, ethyl ester, could be produced through the following synthetic routes.
Ethyl 4-aminobenzoate. A 1000-mL, round-bottomed flask equipped with a magnetic stirbar is charged with a suspension of 10 g (51 mmol) of ethyl 4-nitrobenzoate in 250 mL of ethanol, and a solution of 27.4 g (510 mmol) of ammonium chloride in 125 mL of water is then added. powder (23.5 g, 205 mmol) is added, and the resulting mixture is heated at reflux for 2.5 hr. The reaction mixture is allowed to cool to room temperature, diluted with 350-400 mL of water, and filtered under vacuum. The filtrate is extracted with 6-8 portions of 50-60 mL of dichloromethane, and the combined organic phases are washed with 100 mL of brine and dried over anhydrous sodium sulfate. The resulting solution is concentrated under reduced pressure and the crude product is dissolved in 100 mL of dichloromethane. The solution is concentrated by warming, and 50 mL of hexane is then added. The resulting solution is allowed to stand in a refrigerator overnight and then filtered under vacuum to give 7.63 g (90%) of ethyl 4-aminobenzoate.
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