反応 #53007

反応方程式

4-methoxyaniline

triethylamine

1-acetyl-3-(1-chloro-1-phenyl-methylidene)-2-indolinone

→

(Z)-3-[1-(4-methoxy-phenylamino)-1-phenyl-methylidene]-2-indolinone

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   その他After removal of the solvent in vacuo the residue
2. 2
   洗浄The organic phase is washed with water
3. 3
   その他dried
4. 4
   workup.DISSOLUTIONThen the mixture is dissolved in 15 ml of methanol
5. 5
   workup.STIRRINGstirred for 3 hours at ambient temperature
6. 6
   workup.ADDITIONdiluted with water and ethyl acetate
7. 7
   その他The organic phase is dried
8. 8
   濃縮concentrated by evaporation
9. 9
   温度The residue is heated in ethyl acetate
10. 10
    温度cooled
11. 11
    ろ過suction filtered
12. 12
    その他dried

実験手順

0.18 g (1.5 mmol) of 4-methoxyaniline and 0.2 g (0.28 mmol) of triethylamine are dissolved in 5 ml of dichloromethane and at 5° C. combined with a solution of 0.45 g (1.5 mmol) of 1-acetyl-3-(1-chloro-1-phenyl-methylidene)-2-indolinone in 10 ml of dichloromethane and then stirred for 3 hours at ambient temperature. After removal of the solvent in vacuo the residue is taken up in ethyl acetate/water. The organic phase is washed with water, dried and the solvent is eliminated in vacuo. Then the mixture is dissolved in 15 ml of methanol, combined with 3 ml of 1N sodium hydroxide solution, stirred for 3 hours at ambient temperature and diluted with water and ethyl acetate. The organic phase is dried and concentrated by evaporation. The residue is heated in ethyl acetate, cooled, then suction filtered and dried.

出典