反応 #66588

反応方程式

Acetic acid trifluoroacetic acid

2-(3,4-dimethoxyphenyl)ethanamine

hexamethylenetetramine

→

title product

収率 95.0%

6,7-Dimethoxy-3,4-dihydroisoquinoline

収率 95.0%

溶媒

water

反応条件

後処理

1. 1
   温度The resulting solution was heated
2. 2
   温度at reflux for about 5 hours in an oil bath
3. 3
   抽出the solution was extracted with dichloromethane (3×200 mL)
4. 4
   乾燥dried over anhydrous sodium sulfate
5. 5
   その他Solids were removed by filtration
6. 6
   濃縮the resulting filtrate was concentrated in vacuo

実験手順

Acetic acid/trifluoroacetic acid (100 mL) was added to a solution of 2-(3,4-dimethoxyphenyl)ethanamine (20 g, 110.38 mmol, 1.00 equiv) and hexamethylenetetramine (31 g, 221.11 mmol, 2.00 equiv). The resulting solution was heated at reflux for about 5 hours in an oil bath. After adding water (100 mL), the solution was extracted with dichloromethane (3×200 mL), and the organic layers were combined and dried over anhydrous sodium sulfate. Solids were removed by filtration, and the resulting filtrate was concentrated in vacuo to give the title product as a yellow oil (20 g, yield=95%). LC-MS: m/z=192 (MH)+.

出典