Synthesis method of rimantadine Schiff base
A technology for the synthesis of rimantadine Schiff base, which is applied in chemical instruments and methods, preparation of carbon-based compounds, preparation of organic compounds, etc., can solve the problems of long time, many synthesis steps of rimantadine, non-environmental protection, etc. Achieve the effects of less by-products, synergistic catalytic activity, and less dosage
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Embodiment 1
[0022] A method for synthesizing rimantadine Schiff base, comprising preparation of adamantanecarbonyl chloride, preparation of adamantane methyl ketone, preparation of 1-adamantyl methyl ketone oxime, preparation of rimantadine, preparation of rimantadine Schiff base, specifically Steps include:
[0023] Preparation of adamantanecarboxylic acid chloride: Add 1.8g of adamantanecarboxylic acid and 3.6mL of thionyl chloride into a three-necked flask, heat to 80°C, reflux for 2 hours, recover thionyl chloride by vacuum distillation, and then add 5mL×2 of benzene for extraction. Gained extract is directly used for next step reaction;
[0024] Preparation of adamantanemethyl ketone: Add 0.10g trimethylaluminum and 0.01g cerium formate to a three-necked flask, then add a benzene solution of adamantanecarbonyl chloride dropwise at 0.25mL / min to make adamantanecarbonyl chloride and trimethylaluminum The reaction produces adamantane methyl ketone. After the reaction is completed, the ...
Embodiment 2
[0029] A method for synthesizing rimantadine Schiff base, comprising preparation of adamantanecarbonyl chloride, preparation of adamantane methyl ketone, preparation of 1-adamantyl methyl ketone oxime, preparation of rimantadine, preparation of rimantadine Schiff base, specifically Steps include:
[0030] Preparation of adamantanecarboxylic acid chloride: Add adamantanecarboxylic acid and thionyl chloride into a three-necked flask, heat to 80°C, reflux for 2 hours, recover thionyl chloride by vacuum distillation, then add benzene for extraction, and the obtained extract is directly used in the following one step reaction;
[0031]Preparation of adamantane methyl ketone: Add trimethylaluminum and cerium formate to a three-necked flask, and then drop a benzene solution of adamantanecarbonyl chloride at 0.1mL / min to react adamantanecarbonyl chloride and trimethylaluminum to form adamantane Methyl ketone, after the reaction is completed, pour the reaction solution into ice water ...
Embodiment 3
[0036] A method for synthesizing rimantadine Schiff base, comprising preparation of adamantanecarbonyl chloride, preparation of adamantane methyl ketone, preparation of 1-adamantyl methyl ketone oxime, preparation of rimantadine, preparation of rimantadine Schiff base, specifically Steps include:
[0037] Preparation of adamantanecarboxylic acid chloride: Add adamantanecarboxylic acid and thionyl chloride into a three-necked flask, heat to 80°C, reflux for 2 hours, recover thionyl chloride by vacuum distillation, then add benzene for extraction, and the obtained extract is directly used in the following one step reaction;
[0038] Preparation of adamantane methyl ketone: Add trimethylaluminum and cerium formate to a three-necked flask, and then drop a benzene solution of adamantanecarbonyl chloride at 0.5mL / min to react adamantanecarbonyl chloride and trimethylaluminum to form adamantane Methyl ketone, after the reaction is completed, pour the reaction solution into ice water...
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