Реакция #335655

Уравнение реакции

water

aldehyde

3-methyl-a-oxobenzo[b]thiophene-2-acetaldehyde

ethylenediamine

sodium borohydride

→

2-(3-methylbenzo[b]-thien-2-yl)piperazine

Растворители

ethanol

dioxane

ethanol

Условия реакции

Обработка

1. 1
   Другоеrecooled to 0°-5° C.
2. 2
   workup.WAITThe mixture was stored at room temperature overnight
3. 3
   Другоеall the solvents were removed
4. 4
   ЭкстракцияThe residue was extracted with dichloromethane, water
5. 5
   Промывкаwashed
6. 6
   Другоеdried
7. 7
   Фильтрацияfiltered
8. 8
   Другоеevaporated
9. 9
   ДругоеThis residue was purified by flash column chromatography
10. 10
    Промывкаeluting with chloroform

Методика

A 5 g portion of the above aldehyde was dissolved in a mixture of 100 ml of ethanol and 10 ml of dioxane. To this mixture, in an ice bath was added a solution of 1.61 g of ethylenediamine in ethanol. The mixture was stirred for one hour at room temperature, recooled to 0°-5° C. and 2.04 g of sodium borohydride added. The mixture was stored at room temperature overnight, water was added and all the solvents were removed. The residue was extracted with dichloromethane, water washed, dried, filtered and evaporated. This residue was purified by flash column chromatography, eluting with chloroform:-methanol (9:1), giving 2.39 g of 2-(3-methylbenzo[b]-thien-2-yl)piperazine.

Источник