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

HRID 1648477

반응식

HRID 1648477 반응식
[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

참가 물질

5

반응물 4

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

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-099060e53aa9435c9af0c2e09017c8a9
출처 데이터셋
uspto-grants-1995_07
특허 번호
US05436334

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