تفاعل #2281683

معادلة التفاعل

sodium hydrogen carbonate

triethylamine

acetone cyanohydrin

3-oxo-1-cyclohexenyl 1-methyl-2-oxo-7-(trifluoromethyl)-1,2-dihydro-1,8-naphthyridine-3-carboxylate

→

title compound

المردود 33.0%

3-(2-hydroxy-6-oxo-1-cyclohexenecarbonyl)-1-methyl-7-(trifluoromethyl)-1,8-naphthyridin-2(1H)-one

المردود 33.0%

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
   غسيلthe residue was washed with diisopropyl ether

الإجراء التجريبي

0.51 g (1.4 mmol) of 3-oxo-1-cyclohexenyl 1-methyl-2-oxo-7-(trifluoromethyl)-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in acetonitrile (50 mL), and 0.15 g (1.5 mmol) of triethylamine and 0.14 g (1.6 mmol) of acetone cyanohydrin were added to the above 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, and the residue was washed with diisopropyl ether. Thus, 0.17 g (yield: 33%) of the title compound was obtained as light brown crystals.

المصدر