反応 #64014

反応方程式

2-benzoyl-1-(3,4,5-trimethoxybenzyl)-6,7-dichloro-1-cyano-1,2-dihydroisoquinoline

→

6,7-dichloro-1-(3,4,5-trimethyoxybenzyl)isoquinoline hydrochloride

溶媒

toluene

反応条件

後処理

1. 1
   その他The stirred solution was flushed with nitrogen
2. 2
   workup.ADDITION19 ml of 50% sodium hydroxide solution was added in one portion
3. 3
   温度refluxed under nitrogen for 1.5 hours
4. 4
   温度it was then cooled
5. 5
   workup.ADDITION25 ml of water and 25 ml of ethyl acetate were added
6. 6
   その他The organic layer was separated
7. 7
   洗浄washed (water, brine)
8. 8
   乾燥dried (magnesium sulfate)
9. 9
   濃縮concentrated
10. 10
    workup.ADDITIONwas added

実験手順

Benzyltriethylammonium chloride (0.118 g, 0.517 mmole) was added to a solution of 2.3 g (4.5 mmole) of 2-benzoyl-1-(3,4,5-trimethoxybenzyl)-6,7-dichloro-1-cyano-1,2-dihydroisoquinoline in 40 ml of toluene. The stirred solution was flushed with nitrogen and then 19 ml of 50% sodium hydroxide solution was added in one portion. The reaction mixture was stirred and refluxed under nitrogen for 1.5 hours; it was then cooled and 25 ml of water and 25 ml of ethyl acetate were added. The organic layer was separated, washed (water, brine), dried (magnesium sulfate) and concentrated. The residue in a small volume of methanol was acidified with hydrogen chloride and ether was added to give 6,7-dichloro-1-(3,4,5-trimethyoxybenzyl)isoquinoline hydrochloride as white crystals, melting at 211°-212° C., after recrystallization from methanol-ether.

出典