반응 #5598

반응 방정식

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

용매

acetonitrile

반응 조건

후처리

1. 1
   온도then refluxed for 72 hours
2. 2
   여과The hot mixture was filtered
3. 3
   기타the solvent removed on a rotary evaporator
4. 4
   기타The residue was triturated with hexane
5. 5
   workup.DISSOLUTIONdissolved in hot ethyl acetate
6. 6
   온도to cool
7. 7
   여과After filtering
8. 8
   기타the solvent was removed by a rotary evaporator
9. 9
   기타the residue recrystallized from ethyl acetate-methanol-ethyl ether
10. 10
    기타to give a tan solid

실험 절차

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.

출처