تفاعل #456140

معادلة التفاعل

water

potassium carbonate

5-methyl-6-(1-ethyl-5-hydroxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide

p-toluenesulfonyl chloride

→

5-methyl-6-(1-ethyl-p-toluenesulfonyloxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide

المردود 92.0%

المذيبات

dichloromethane

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىto react at the above temperature for 2 hours
2. 2
   أخرىliquid-separated
3. 3
   استخلاصAn aqueous layer was extracted with dichloromethane
4. 4
   غسيلAn organic layer was washed with a saturated sodium chloride aqueous solution
5. 5
   تجفيفdried over sodium sulfate
6. 6
   workup.DISTILLATIONThe solvent was distilled off
7. 7
   أخرىto give 0.24 g of a crude product
8. 8
   أخرىthe crude product was recrystallized from ethanol

الإجراء التجريبي

5 ml of dichloromethane, 5 ml of water and 0.10 g (0.72 mmol, 1 equivalent) of potassium carbonate were added to 0.26 g (0.75 mmol) of 5-methyl-6-(1-ethyl-5-hydroxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide in a 30-ml eggplant type flask. While the mixture was stirred at room temperature, a solution of 0.16 g (0.82 mmol, 1.1 equivalents) of p-toluenesulfonyl chloride in 1 ml of dichloromethane was dropwise added at room temperature. 5 mg of benzyltriethylammonium chloride (BTEAC) was added, and the mixture was allowed to react at the above temperature for 2 hours and then liquid-separated. An aqueous layer was extracted with dichloromethane. An organic layer was washed with a saturated sodium chloride aqueous solution and dried over sodium sulfate. The solvent was distilled off to give 0.24 g of a crude product, and the crude product was recrystallized from ethanol to give 0.14 g (yield 92%) of 5-methyl-6-(1-ethyl-p-toluenesulfonyloxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide (Compound No. 59).

المصدر