Preparation method of cyclic carbonate and preparation method of sulfonamide bifunctional quaternary ammonium salt catalyst
A cyclic carbonate and catalyst technology, applied in the field of preparation of cyclic carbonate, can solve the problems of poor selectivity, oxidation, and easy hydrolysis, etc., and achieve the effects of improving reaction efficiency, avoiding toxicity, and simple equipment
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[0086] Example 1:
[0087] Synthesis of catalyst precursor - oxcetidine:
[0088] 4-dimethylaminopyridine (DMAP, 0.1Equiv) was added to aq. Toluenesulfonyl chloride (2.0equiv.), The reaction liquid was kept in the process. After adding toluenesulfonyl chloride, stir for 30 min to warm the reaction mixture to room temperature and continued to react 5-7 h. After completion of the reaction, the reaction liquid was removed from the solvent to give a pale yellow emulsion, and then dissolved using 200 ml of ethyl acetate. The organic phase was washed 3 times with a saturated sodium chloride solution (80 mL), and the organic phase was dried overnight with anhydrous magnesium sulfate. The resulting crude product was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 8 / 1), and finally gave a white powder product azide 31.
[0089] Synthesis of catalyst:
[0090] The flask is dried to the rotor, and a spermidine 31 (3 mmol), Yb (OTF) is added sequentially. 3 (0....
Example Embodiment
[0093] Example 2:
[0094] Synthesis of catalyst precursor - oxcetidine:
[0095] 4-dimethylaminopyridine (DMAP, 0.1Equiv) was added to proliol (20 mmol) and anhydrous acetonitrile (120 mL) solution (120 mL) solution of proliol (20 mmol) and triethylamine (TEA, 3.5 equiv.); Then slowly added Toluenesulfonyl chloride (2.0equiv.), The reaction liquid was kept in the process. After adding toluenesulfonyl chloride, stir for 30 min to warm the reaction mixture to room temperature and continued to react 5-7 h. After completion of the reaction, the reaction liquid was removed from the solvent to give a pale yellow emulsion, and then dissolved using 200 ml of ethyl acetate. The organic phase was washed 3 times with a saturated sodium chloride solution (80 mL), and the organic phase was dried overnight with anhydrous magnesium sulfate. The resulting crude product was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 8 / 1), and finally gave a white powder produc...
Example Embodiment
[0100] Example 3:
[0101] Synthesis of catalyst precursor - oxcetidine:
[0102] At 0 ° C, phenylene glycol (20 mmol) and K 2 CO 3 (4.0equiv.) Add anhydrous acetonitrile (120 mL) dissolution; then slowly added to toluenesulfonyl chloride (dissolved) (2.0equiv.), The reaction liquid was kept in the process. After adding toluenesulfonyl chloride, stir for 30 min to warm the reaction mixture to room temperature and continued to react 5-7 h. After completion of the reaction, the reaction solution was removed from the solvent to give a white emulsion, then drip talne (stopped when the organic layer was hierarchically stratified). The resulting crude product was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 10 / 1), and finally gave a white powder product azide 33.
[0103] Synthesis of catalyst:
[0104] The flask is dried to add the rotor, and bride 33 (3 mmol), YB (OTF) is added sequentially. 3 (0.6 mmol), acetonitrile 5 ml was added as a solvent, and...
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