反応 #1916142

反応方程式

HCl

methylamine

(3,4-dimethoxyphenyl) acetone

sodium borohydride

→

1A

収率 92.0%

[2-(3,4-dimethoxy-phenyl)-1-methyl-ethyl]-methyl-amine

収率 92.0%

溶媒

methanol

反応条件

後処理

1. 1
   濃縮concentrated under reduced pressure
2. 2
   workup.ADDITIONTo the residue, 60 mL of water was added
3. 3
   その他the resulting reaction mixture
4. 4
   抽出The aqueous layer was extracted with 5×50 mL of dichloromethane
5. 5
   抽出The aqueous layer was extracted with 4×75 mL of dichloromethane
6. 6
   その他dried
7. 7
   濃縮concentrated

実験手順

A solution of 15.1 g (78 mmol) of (3,4-dimethoxyphenyl) acetone (1) in 102 mL of methanol was cooled to 4° C. and was treated with 35 mL of 40% aqueous methylamine. To the reaction mixture, 3.5 g (92.5 mmol) of sodium borohydride was then added, and the temperature of the reaction was maintained at 4° C. The reaction mixture was allowed to stir for an additional 30 minutes, then concentrated under reduced pressure. To the residue, 60 mL of water was added, and the resulting reaction mixture was acidified to pH 1 using 6N HCl. The aqueous layer was extracted with 5×50 mL of dichloromethane, and the pH was adjusted to pH 13 using 6N NaOH. The aqueous layer was extracted with 4×75 mL of dichloromethane. The organic layers were combined, dried and concentrated to give 15 g (72 mmol, 92%) of 1A as a colorless oil (M+H, 210).

出典