تفاعل #8574

معادلة التفاعل

water

Potassium hydroxide

diethyl [2,3,4-trifluoro[(1S)-2-hydroxy-1-methylethyl]anilino]methylenemalonate

diethyl ethoxymethylenemalonate

→

title compound

Diethyl[(3S)-7,8-difluoro-3,4-dihydro-3-methyl-2H-[1,4]benzoxazin-4-yl]methylenemalonate

المذيبات

DMF

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىthe liquid reaction mixture
2. 2
   استخلاصwas extracted with ethyl acetate
3. 3
   تجفيفThe organic layer was dried over anhydrous magnesium sulfate
4. 4
   أخرىAfter evaporating the solvent

الإجراء التجريبي

Potassium hydroxide (180 mg) and benzyltrimethylammonium chloride (60.7 mg) were dissolved in DMF (15 ml) by heating to 60° C. and a solution (5 ml) of diethyl [2,3,4-trifluoro[(1S)-2-hydroxy-1-methylethyl]anilino]methylenemalonate (1 g, 99.8% ee) and diethyl ethoxymethylenemalonate (120 mg) in DMF was added thereto. The obtained mixture was stirred at the same temperature for 7 hours. After adding water, the liquid reaction mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. After evaporating the solvent, the obtained residue was subjected to silica gel column chromatography. Thus, 899 mg (99.8% ee) of the title compound was obtained as a yellow oily substance. Various spectral data was identical with those described in Japanese Patent No. 2,769,174.

المصدر