反応 #82943

反応方程式

sodium boron hydride

α-(aminomethyl)-3,4-dimethoxybenzyl alcohol hydrochloride

2,3-dimethoxybenzaldehyde

triethylamine

→

3,4-dimethoxybenzyl alcohol

溶媒

methanol

反応条件

後処理

1. 1
   workup.ADDITIONafter adding
2. 2
   温度The mixture was heated
3. 3
   温度under reflux for 30 minutes
4. 4
   workup.STIRRINGwhile stirring under ice cooling
5. 5
   濃縮the mixture was concentrated
6. 6
   その他the chloroform layer was collected
7. 7
   洗浄washed with water
8. 8
   乾燥dried over anhydrous sodium sulfate
9. 9
   workup.DISTILLATIONThe solvent was distilled off
10. 10
    その他the residue was recrystallized from ethyl acetate-n-hexane

実験手順

1.0 g of α-(aminomethyl)-3,4-dimethoxybenzyl alcohol hydrochloride was suspended in 5 ml of methanol, and after adding thereto 0.85 g of 2,3-dimethoxybenzaldehyde, 0.63 ml of triethylamine was added dropwise to the mixture while stirring at room temperature. The mixture was heated under reflux for 30 minutes, and 0.24 g of sodium boron hydride was added slowly to the mixture while stirring under ice cooling. After the foaming stopped, the mixture was concentrated. The residue was subjected to a separating procedure with chloroform and water, the chloroform layer was collected, washed with water, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was recrystallized from ethyl acetate-n-hexane, giving 1.07 g of α-[[2,3-dimethoxybenzyl)amino]methyl]-3,4-dimethoxybenzyl alcohol, m.p. 96°-97° C.

出典