Реакция #93374

Уравнение реакции

alpha-isopropyl-alpha-[3-[N-[3-(3-hydroxymethylphenoxy)propyl]amino]propyl]-3,4,5-trimethoxyphenyl acetonitrile

formalin

sodium borohydride

→

desired compound

Выход 25.7%

Alpha-isopropyl-alpha-[3-[N-[3-(3-hydroxymethylphenoxy)propyl]-N-methylamino]propyl]-3,4,5-trimethoxyphenylacetonitrile

Выход 25.7%

Растворители

methanol

Условия реакции

Обработка

1. 1
   ТемператураAfter cooling, to the solution
2. 2
   ДругоеThe solvent was removed and to the residue
3. 3
   workup.ADDITIONwas added water
4. 4
   ЭкстракцияThe solution was extracted with chloroform
5. 5
   Промывкаthe extract was washed with water
6. 6
   Другоеdried
7. 7
   Другоеevaporated
8. 8
   ДругоеThe residue was chromatographed on silica gel using 10% methanol-chloroform as an eluent

Методика

A solution of 2.80 g of alpha-isopropyl-alpha-[3-[N-[3-(3-hydroxymethylphenoxy)propyl]amino]propyl]-3,4,5-trimethoxyphenyl acetonitrile and 4.84 g of 37% formalin in 70 ml of methanol was refluxed for 1 hour. After cooling, to the solution was added 2.25 g of sodium borohydride and the solution was stirred for 1 hour at room temperature. The solvent was removed and to the residue was added water. The solution was extracted with chloroform and the extract was washed with water, dried, and evaporated. The residue was chromatographed on silica gel using 10% methanol-chloroform as an eluent to give 0.74 g of the desired compound as a yellow oil.

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