反応 #1411

反応方程式

sodium carbonate

1-benzoyl-2,5-dihydropyrrole

methanesulphonyl chloride

ammonia

→

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

溶媒

water

methylene chloride

tetrahydrofuran

反応条件

後処理

1. 1
   workup.ADDITIONare added dropwise at 0° C
2. 2
   温度the mixture is heated at 80° C. in an autoclave for 10 hours
3. 3
   抽出the mixture is extracted with methylene chloride
4. 4
   乾燥the extract is dried over sodium sulphate
5. 5
   濃縮concentrated
6. 6
   その他The crude product (50 g) is chromatographed on silica gel (mobile phase initially ethanol:ethyl acetate 1:3

実験手順

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).

出典