تفاعل #353595

معادلة التفاعل

E-α-methoxyimino-2-phenoxyphenylacetonitrile

hydrochloric acid

methanol

sodium bicarbonate

→

E-α-methoxyimino-2-phenoxyphenylacetic acid methyl ester

المردود 46.7%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder reflux for 22 hours
2. 2
   workup.ADDITIONwas added to the reaction mixture
3. 3
   استخلاصextracted with methylene chloride
4. 4
   تجفيفThe extract was dried over anhydrous magnesium sulfate
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىThe resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane)

الإجراء التجريبي

To E-α-methoxyimino-2-phenoxyphenylacetonitrile (a mixture of E- and Z-isomers) (0.76 g, 0.003 mole) was added 30% hydrochloric acid in methanol (4.5 ml) and the mixture was stirred under reflux for 22 hours. After completion of the reaction, 8% aqueous solution of sodium bicarbonate (100 ml) was added to the reaction mixture and extracted with methylene chloride. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane) to obtain E-α-methoxyimino-2-phenoxyphenylacetic acid methyl ester (0.40 g, 46.7%) as colorless crystals (melting point: 109°-110° C.).

المصدر