反応 #5598

反応方程式

product

N-1-Azabicyclo[2.2.2]oct-3-yl-2-chloroacetamide, monohydrochloride

2,6-bis(1,1-dimethylethyl)-4-mercaptophenol

Triethylamine

→

title compound

N-1-Azabicyclo[2.2.2]oct-3-yl-2-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]acetamide, monohydrochloride

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度then refluxed for 72 hours
2. 2
   ろ過The hot mixture was filtered
3. 3
   その他the solvent removed on a rotary evaporator
4. 4
   その他The residue was triturated with hexane
5. 5
   workup.DISSOLUTIONdissolved in hot ethyl acetate
6. 6
   温度to cool
7. 7
   ろ過After filtering
8. 8
   その他the solvent was removed by a rotary evaporator
9. 9
   その他the residue recrystallized from ethyl acetate-methanol-ethyl ether
10. 10
    その他to give a tan solid

実験手順

The title compound was prepared by dissolving the product of Example 17 (2.0 g, 0.0084 mole) and 2,6-bis(1,1-dimethylethyl)-4-mercaptophenol (1.99 g, 0.0084 mole) in acetonitrile (25 ml). Triethylamine (5 ml) was added to the mixture and the mixture stirred at room temperature for 12 hours then refluxed for 72 hours. The hot mixture was filtered and the solvent removed on a rotary evaporator. The residue was triturated with hexane and dissolved in hot ethyl acetate and allowed to cool. After filtering, the solvent was removed by a rotary evaporator and the residue recrystallized from ethyl acetate-methanol-ethyl ether to give a tan solid. The structure was confirmed by mass spectroscopy M+ 404.

出典