تفاعل #66580

معادلة التفاعل

4-hydroxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]-1-oxo-2-propenyl]-6-methyl-2H-pyran-2-one

sodium hydride

dimethyl sulfate

→

4-methoxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]-1-oxo-2-propenyl]-6-methyl-2H-pyran

المذيبات

hexamethylphosphoramide

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture was stirred at 65° C. for 1 hour
2. 2
   أخرىat room temperature
3. 3
   أخرىovernight
4. 4
   استخلاصthis was extracted with ethyl acetate
5. 5
   غسيلThe organic layer was washed with an aqueous saturated sodium chloride solution
6. 6
   تجفيفdried with anhydrous magnesium sulfate
7. 7
   تركيزconcentrated

الإجراء التجريبي

In 4 ml of hexamethylphosphoramide was dissolved 0.33 g of 4-hydroxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]-1-oxo-2-propenyl]-6-methyl-2H-pyran-2-one, to this solution was added 50 mg of sodium hydride (60% oily), and the mixture was stirred at room temperature for 30 minutes. Then, 0.2 ml of dimethyl sulfate was added, and the mixture was stirred at 65° C. for 1 hour, and at room temperature overnight. Thereafter, the reaction mixture was added to ice water, and this was extracted with ethyl acetate. The organic layer was washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.13 g of 4-methoxy-3-[3-[3-chloro-4-(trifluoromethoxy)phenyl]-1-oxo-2-propenyl]-6-methyl-2H-pyran [Compound No. (2a-17)] as a pale yellow crystal.

المصدر