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ChemicalBook CAS DataBase List Pyridinium p-Toluenesulfonate
24057-28-1

Pyridinium p-Toluenesulfonate synthesis

2synthesis methods
Pyridine

110-86-1

p-Toluenesulfonic acid

104-15-4

Pyridinium p-Toluenesulfonate

24057-28-1

(2) 4-methylbenzenesulfonic acid (5 g, 0.029 mol) and anhydrous tetrahydrofuran (40 mL) were added to the reactor under nitrogen protection and stirred at room temperature. The reaction mixture was cooled to 0-5 °C. At this temperature, a tetrahydrofuran solution of pyridine (2.75 g, 0.035 mol) was slowly added dropwise for 20 to 30 min, followed by continued stirring for 30 min. After completion of the reaction, the reaction mixture was filtered under nitrogen atmosphere and the solid product was collected. The filter cake was washed with anhydrous tetrahydrofuran (5 mL), and then the wet filter cake was placed in a vacuum oven and dried at 45-50 °C for 4 h to obtain the pyridinium salt of 4-methylbenzenesulfonate. The yield of the product was 6 g, the yield was 82.19% and the purity was 100% by HPLC.

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Yield:24057-28-1 82.19%

Reaction Conditions:

in tetrahydrofuran at 0 - 20;Inert atmosphere;

Steps:

2

(2) To the reactor was added p-toluenesulfonic acid (5 g, 0.029 mol), dry tetrahydrofuran (40 mL) was added under nitrogen, and the reaction was carried out at room temperature.The reaction solution was cooled to 0 to 5 ° C, and pyridine (2.75 g, 0.035 mol) was added dropwise to the solution at that temperature, and the mixture was added over 20 to 30 minutes and stirred for 30 minutes.The reaction was filtered in a nitrogen atmosphere and the resulting filter cake was washed with 5 mL of dry tetrahydrofuran and the wet cake was dried in a vacuum oven at 45-50 ° C for 4 hours to give pyridinium 4-methylbenzenesulfonate.As shown in Figs. 7 to 11, the yield of pyridinium 4-methylbenzenesulfonate was 6 g, the yield was 82.19%, and the purity was 100% by HPLC.

References:

CN106565521,2017,A Location in patent:Paragraph 0072-0075

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