تفاعل #2281668

معادلة التفاعل

sodium hydrogen carbonate

triethylamine

acetone cyanohydrin

3-oxo-1-cyclohexenyl 1-methyl-2-oxo-1,2-dihydroquinolin-3-carboxylate

→

title compound

المردود 50.0%

3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1-methylquinolin-2(1H)-one

المردود 50.0%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   غسيلthe mixture was washed with ethyl acetate
2. 2
   workup.ADDITIONCitric acid was added to the aqueous phase
3. 3
   استخلاصthe reaction mixture was extracted with ethyl acetate
4. 4
   غسيلThe organic phase was washed with water
5. 5
   أخرىdried
6. 6
   تركيزconcentrated
7. 7
   workup.ADDITIONDiisopropyl ether was added to the residue
8. 8
   أخرىcrystallization
9. 9
   غسيلthe crystals were further washed with diisopropyl ether

الإجراء التجريبي

0.48 g (1.6 mmol) of 3-oxo-1-cyclohexenyl 1-methyl-2-oxo-1,2-dihydroquinolin-3-carboxylate was dissolved in acetonitrile (40 mL), and 0.25 mL (1.8 mmol) of triethylamine and 0.15 g (1.8 mmol) of acetone cyanohydrin were added to the solution. The resulting mixture was stirred for one whole day and night at room temperature. The reaction mixture was poured into a saturated aqueous solution of sodium hydrogen carbonate, and the mixture was washed with ethyl acetate. Citric acid was added to the aqueous phase to adjust the aqueous phase to pH 3 to 4, and the reaction mixture was extracted with ethyl acetate. The organic phase was washed with water, dried, and concentrated. Diisopropyl ether was added to the residue to perform crystallization, and the crystals were further washed with diisopropyl ether. Thus, 0.24 g (yield: 50%) of the title compound was obtained as a yellow powder.

المصدر