Ethylene Glycol → trans-1-Benzoyl-3-bromo-4-(2-hydroxyethoxy)-pyrrolidine

HRID 1648477

反応式

HRID 1648477 の反応式
[C:1]([N:9]1[CH2:13][CH:12]=[CH:11][CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:14]N1C(=O)CCC1=O.O.[CH2:23]([OH:26])[CH2:24][OH:25]>>[C:1]([N:9]1[CH2:13][C@@H:12]([O:25][CH2:24][CH2:23][OH:26])[C@H:11]([Br:14])[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 4

HCID 174Ethylene GlycolHCID 962WaterHCID 67184N-bromobutanimideHCID 112522831H-Pyrrole, 1-benzoyl-2,5-dihydro-

生成物 1

HCID 67598706trans-1-Benzoyl-3-bromo-4-(2-hydroxyethoxy)-pyrrolidine

実験手順

95 g (0.55 mol) of 1-benzoyl-3-pyrroline are dissolved in 380 g of ethylene glycol, and 101 g (0.57 mol) of N-bromosuccinimide are added in 5 g portions over a period of 2 hours at room temperature. The mixture is then stirred overnight at room temperature and poured into water, followed by extraction with methylene chloride, drying over magnesium sulphate and concentration of the solution. The residue (188 g) was chromatographed with ethyl acetate on silica gel.

後処理

  1. extractionfollowed by extraction with methylene chloride
  2. dry with materialdrying over magnesium sulphate and concentration of the solution
  3. customThe residue (188 g) was chromatographed with ethyl acetate on silica gel

出典と根拠

ORDレコード
ord-099060e53aa9435c9af0c2e09017c8a9
出典データセット
uspto-grants-1995_07
特許番号
US05436334

関連ノート

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