反応 #65041

反応方程式

1-bromo-12-(4-phenylpiperazinyl)dodecane

methanol

N-(2,6-diisopropylphenyl)-2-(acetylthio)acetamide

methanol

sodium hydroxide

→

title compound

収率 57.2%

N-(2,6-Diisopropylphenyl)-2-[12-(4-phenylpiperazinyl)dodecylthio]acetamide

収率 57.2%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   workup.STIRRINGby stirring at 60° C. for 1 hour
2. 2
   workup.WAITat room temperature for 16 hours
3. 3
   洗浄the mixture was washed successively with water
4. 4
   乾燥a saturated sodium chloride aqueous solution, and dried over magnesium sulfate
5. 5
   その他The solvent was evaporated under reduced pressure
6. 6
   workup.ADDITIONa 1:2 mixture of ethyl acetate and hexane as a developing solvent
7. 7
   その他The resulting crystals were recrystallized from isopropyl alcohol-water

実験手順

To a mixture of 1.47 g of N-(2,6-diisopropylphenyl)-2-(acetylthio)acetamide and 12 ml of methanol was added dropwise 1.7 ml of a 30% aqueous sodium hydroxide solution at 0° C. in an argon atmosphere. After stirring for 30 minutes, a mixture of 2.05 g of 1-bromo-12-(4-phenylpiperazinyl)dodecane synthesized in (1) above and 14 ml of methanol was added thereto, followed by stirring at 60° C. for 1 hour and then at room temperature for 16 hours. To the reaction mixture was added 100 ml of ethyl acetate, and the mixture was washed successively with water and a saturated sodium chloride aqueous solution, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to column chromatography using a 1:2 mixture of ethyl acetate and hexane as a developing solvent. The resulting crystals were recrystallized from isopropyl alcohol-water to yield 1.66 g of the title compound as white powder (m.p.=76.5° -77.5° C.).

出典