反応 #52794

反応方程式

6-(4-methoxyphenyl)-2-oxindole

3-(2-formyl-4,5,6,7-tetrahydro-1H-indol-3-yl)-propionic acid

→

3-{2-[6-(4-Methoxyphenyl)-2-oxo-1,2-dihydroindol-3-ylidenemethyl]-4,5,6,7-tetrahydro-1H-indol-3-yl}-propionic acid

収率 30.0%

溶媒

ethanol

反応条件

後処理

1. 1
   濃縮The reaction mixture was concentrated
2. 2
   workup.ADDITIONEthyl acetate was added upon which a solid
3. 3
   その他precipitated from the aqueous layer
4. 4
   ろ過The precipitate was collected by filtration
5. 5
   洗浄washed with water and hexane

実験手順

A mixture of 103 mg 6-(4-methoxyphenyl)-2-oxindole, 95 mg 3-(2-formyl-4,5,6,7-tetrahydro-1H-indol-3-yl)-propionic acid and piperidine (3 drops) in ethanol (2 mL) was heated to 90° C. in a sealed tube and held there for 4 hrs. The reaction mixture was concentrated and acidified with 6 N hydrochloric acid. Ethyl acetate was added upon which a solid precipitated from the aqueous layer. The precipitate was collected by filtration, and washed with water and hexane to give 57 mg of 3-{2-[6-(4-Methoxyphenyl)-2-oxo-1,2-dihydroindol-3-ylidenemethyl]-4,5,6,7-tetrahydro-1H-indol-3-yl}-propionic acid as a brown solid (30%).

出典