反応 #1735659

ord-099060e53aa9435c9af0c2e09017c8a9

反応方程式

O=C(c1ccccc1)N1CC=CC1
1-benzoyl-3-pyrroline
OCCO
ethylene glycol
O=C1CCC(=O)N1Br
N-bromosuccinimide
O
water
O=C(c1ccccc1)N1C[C@@H](Br)[C@H](OCCO)C1
trans-1-benzoyl-3-bromo-4-(2-hydroxyethoxy)-pyrrolidine

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出followed by extraction with methylene chloride
  2. 2
    乾燥drying over magnesium sulphate and concentration of the solution
  3. 3
    その他The residue (188 g) was chromatographed with ethyl acetate on silica gel

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05436334uspto-grants-1995_07