反応 #47787

反応方程式

disulfanediyldiethane-2,1-diyl dimethane sulfonate

5,6,7,8-tetrahydroisoquinoline

potassium carbonate

→

2,2′-(disulfanediyldiethane-2,1-diyl)bis(5,6,7,8-tetrahydroisoquinolinium) dimethane sulfonate

溶媒

acetonitrile

acetonitrile

反応条件

後処理

1. 1
   その他brought to 80° C
2. 2
   その他was brought back to ambient temperature
3. 3
   ろ過filtered
4. 4
   濃縮concentrated under vacuum
5. 5
   workup.ADDITION6 ml of dichloromethane were added
6. 6
   workup.ADDITIONthe solution was poured dropwise into 500 ml of ethyl ether
7. 7
   その他The oil that had been separated
8. 8
   workup.ADDITIONby diluting in 6 ml of methanol
9. 9
   workup.ADDITIONadding to 500 ml of ethyl ether
10. 10
    workup.ADDITIONa final time by diluting in 6 ml of dichloromethane
11. 11
    workup.ADDITIONadding to 500 ml of ethyl ether
12. 12
    乾燥After drying under vacuum, 5.2 g of brown solid
13. 13
    その他were recovered

実験手順

3.2 g of 5,6,7,8-tetrahydroisoquinoline and 0.7 g of potassium carbonate were mixed in 3 ml of acetonitrile and brought to 80° C. A solution of 3.4 g of disulfanediyldiethane-2,1-diyl dimethane sulfonate in 3 ml of acetonitrile was added in 10 min. Stirring was maintained for 8 h at 80° C. and then the reaction medium was brought back to ambient temperature, filtered, and concentrated under vacuum. 6 ml of dichloromethane were added and the solution was poured dropwise into 500 ml of ethyl ether. The oil that had been separated by settling out was reprocessed twice by diluting in 6 ml of methanol and adding to 500 ml of ethyl ether, and a final time by diluting in 6 ml of dichloromethane and adding to 500 ml of ethyl ether. After drying under vacuum, 5.2 g of brown solid were recovered. The analyses were in compliance with the expected structure.

出典