반응 #1411

반응 방정식

sodium carbonate

1-benzoyl-2,5-dihydropyrrole

methanesulphonyl chloride

ammonia

→

1-Benzoyl-trans-3-amino-4-methylthio-pyrrolidine

용매

water

methylene chloride

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.ADDITIONare added dropwise at 0° C
2. 2
   온도the mixture is heated at 80° C. in an autoclave for 10 hours
3. 3
   추출the mixture is extracted with methylene chloride
4. 4
   건조the extract is dried over sodium sulphate
5. 5
   농축concentrated
6. 6
   기타The crude product (50 g) is chromatographed on silica gel (mobile phase initially ethanol:ethyl acetate 1:3

실험 절차

41.5 g (0.24 mol) of 1-benzoyl-2,5-dihydropyrrole are initially introduced into 240 ml of methylene chloride, and 24.8 g (0.3 mol) of methanesulphonyl chloride are added dropwise at 0° C. The mixture is subsequently stirred at room temperature for 16 hours, the solvent is then stripped off under 8 mbar and the residue is taken up in 240 ml of tetrahydrofuran. After addition of 65 g of 25% strength ammonia solution, the mixture is heated at 80° C. in an autoclave for 10 hours. It is then poured into 5 times the amount of water, the pH is brought to 10-11 with sodium carbonate, the mixture is extracted with methylene chloride and the extract is dried over sodium sulphate and concentrated. The crude product (50 g) is chromatographed on silica gel (mobile phase initially ethanol:ethyl acetate 1:3, then ethanol; Rf value: 0.34 ethanol).

출처