反応 #54095

反応方程式

4-Bromoaniline

magnesium sulfate

iodine

catechol

acetone

→

6-bromo-2,2,4-trimethyl-1,2-dihydroquinoline

収率 27.0%

反応条件

後処理

1. 1
   その他The reaction vessel was placed in a pre-equilibrated oil bath
2. 2
   その他set at 125° C.
3. 3
   ろ過filtered over a pad of diatomaceous earth
4. 4
   濃縮concentrated in vacuo

実験手順

4-Bromoaniline (50 g, 0.290 mol), magnesium sulfate (250 g, 2 mol), iodine (2.5 g, 0.01 mol) and catechol (2.24 g, 0.020 mol) were combined in acetone (750 mL) in a sealed-tube reaction flask. The reaction vessel was placed in a pre-equilibrated oil bath set at 125° C. and stirred overnight. The reaction mixture was then cooled to room temperature, filtered over a pad of diatomaceous earth, and concentrated in vacuo. Chromatography on silica gel provided 6-bromo-2,2,4-trimethyl-1,2-dihydroquinoline as tan colored crystals (21 g, 27% yield).

出典