반응 #63363

반응 방정식

methanesulphonic acid chloride

1-(4-aminophenyl)-3-n-propyl-3-azabicyclo[3.1.1]heptane-2,4-dione

water

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title compound

1-(4-methanesulphonylaminophenyl)-3-n-propyl-3-azabicyclo[3.1.1]heptane-2,4-dione

용매

methylene chloride

pyridine

반응 조건

후처리

1. 1
   workup.WAITthe mixture is left
2. 2
   workup.WAITto stand overnight at 0°-5°
3. 3
   추출Extraction
4. 4
   세척the organic phase is washed in succession with water, cold 2N hydrochloric acid, water, semi-saturated bicarbonate solution and water
5. 5
   건조After drying over magnesium sulphate
6. 6
   여과the mixture is filtered
7. 7
   농축concentrated by evaporation
8. 8
   기타the residue is recrystallised from methanol

실험 절차

A solution of 0.31 ml of methanesulphonic acid chloride in 3 ml of methylene chloride is added at room temperature to a solution of 1.03 g of 1-(4-aminophenyl)-3-n-propyl-3-azabicyclo[3.1.1]heptane-2,4-dione and 24 mg of 4-dimethylaaminopyridine in 10 ml of pyridine. After stirring for 5 hours, 50 ml of water are added, and the mixture is left to stand overnight at 0°-5°. Extraction is carried out with methylene chloride, and the organic phase is washed in succession with water, cold 2N hydrochloric acid, water, semi-saturated bicarbonate solution and water. After drying over magnesium sulphate, the mixture is filtered and concentrated by evaporation, and the residue is recrystallised from methanol. The title compound is obtained in the form of white crystals having a melting point of 159°-160°. Rf (hexane/ethyl acetate 1:1)=0.15.

출처