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ChemicalBook CAS DataBase List Furfurylamine

Furfurylamine synthesis

14synthesis methods
Synthesis of furfurylamine by Zn/HCl system: To a solution of furfuryloxime (2g, 18mmol) in hydrochloric acid (6.0M, 24ml) was added drop-wise zinc dust (4.71g, 72mmol), and the resultant solution was stirred at room temperature for 2 h. To the resulting slurry was added drop-wise a solution of ammonia (30%, 5.1 mL) and sodium hydroxide (6M, 24mL), the mixture was heated to 60° and stirred for 15mn. After, the resultant solution was cooled and filtered. Then, the mother liquid was extracted with cyclohexane, dried over anhydrous sodium sulfate and filtered. The solvent was removed under vacuum to afford the furfurylamine as a yellow liquid without further purification in 96% of yield (1.68g). The purity determined by NMR was found to be superior to 95%.
SIMPLE, NOVEL SYNTHESIS OF FURFURYLAMINE FROM FURFURAL BY ONE-POT REDUCTIVE AMINATION IN WATER USING ZINC METAL
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Yield:617-89-0 96%

Reaction Conditions:

with ammonium hydroxide;hydrogen in diethyl ether at 50; under 7500.75 Torr; for 36 h;

Steps:

3

Add 1 mmol of furfural, a ruthenium-based catalyst with a molar amount of furfural of 20 mol %, ammonia water (25 wt %) with a molar ratio of furfural of 2, and 5 mL of ether into a 15 mL reaction kettle, close the kettle, replace the air in the kettle with hydrogen 5 times, and fill it with 1.0MPa hydrogen, heated to 50°C, and reacted at this temperature for 36h.After the reaction, according to the method described in Example 1, cooling and sampling analysis, the conversion rate of furfural was 99%, and the GC yield of furfurylamine was 97%.The isolated yield was 96%.

References:

CN113717054,2021,A Location in patent:Paragraph 0083; 0085

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