Реакция #172450

Уравнение реакции

5-[2-(8-methoxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine-9-yl)vinyl]thiophene-2-carboaldehyde

2-(3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)propanedinitrile

ammonium acetate

→

black powdered crystal

Выход 62.0%

2-[3-cyano-4-[2-[5-[2-(8-methoxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine-9-yl)vinyl]thiophene-2-yl]vinyl]-5,5-dimethyl-2(5H)-furanylidene]propanedinitrile

Выход 62.0%

Растворители

ethanol

tetrahydrofuran

Условия реакции

Обработка

1. 1
   ФильтрацияThe crystal was filtrated
2. 2
   Промывкаwashed with ethanol
3. 3
   ДругоеThe residue was purified by silica gel column chromatography
4. 4
   Промывкаwashed with ethanol

Методика

In 5 ml of ethanol and 1.5 ml of tetrahydrofuran were dissolved 158 mg (0.47 mmol) of 5-[2-(8-methoxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine-9-yl)vinyl]thiophene-2-carboaldehyde and 102 mg (0.51 mmol) of 2-(3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)propanedinitrile. To this mixture was added 36 mg of ammonium acetate, and the mixture was stirred at room temperature for 42 hours. The crystal was filtrated and washed with ethanol. The residue was purified by silica gel column chromatography and washed with ethanol to give 150 mg of a black powdered crystal (yield: 62.0%; mp: 201-204° C.).

Источник