反応 #93374

反応方程式

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

formalin

sodium borohydride

→

desired compound

収率 25.7%

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

収率 25.7%

溶媒

methanol

反応条件

後処理

1. 1
   温度After cooling, to the solution
2. 2
   その他The solvent was removed and to the residue
3. 3
   workup.ADDITIONwas added water
4. 4
   抽出The solution was extracted with chloroform
5. 5
   洗浄the extract was washed with water
6. 6
   その他dried
7. 7
   その他evaporated
8. 8
   その他The residue was chromatographed on silica gel using 10% methanol-chloroform as an eluent

実験手順

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.

出典