trans-1,4-Dibromo-2-butene → 2-(4-Bromobut-2-en-1-yl)isoindoline-1,3-dione

HRID 36581

反応式

HRID 36581 の反応式
[Br:1][CH2:2]/[CH:3]=[CH:4]/[CH2:5]Br.[C:7]1(=[O:17])[NH:11][C:10](=[O:12])[C:9]2=[CH:13][CH:14]=[CH:15][CH:16]=[C:8]12.[K]>CN(C)C=O>[Br:1][CH2:2]/[CH:3]=[CH:4]/[CH2:5][N:11]1[C:10](=[O:12])[C:9]2=[CH:13][CH:14]=[CH:15][CH:16]=[C:8]2[C:7]1=[O:17]

参加物

4

反応物 2

HCID 641245trans-1,4-Dibromo-2-buteneHCID 24194345Phthalimide potassium salt

生成物 1

HCID 105168412-(4-Bromobut-2-en-1-yl)isoindoline-1,3-dione

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

A mixture of trans-1,4-dibromo-2-butene (6.4 g, 30 mmol) and potassium phthalimide (5.6 g, 30 mmol) in anhydrous dimethyl formamide (200 ml) was heated at 50° C. for 24 h. Then the reaction mixture was concentrated in vacuo, dissolved in ethyl acetate, washed with brine and the pure title product was obtained by flash chromatography on silica gel (ethyl acetate: hexane; 15:85) (3.2 g, 40%).

後処理

  1. concentrationThen the reaction mixture was concentrated in vacuo
  2. dissolutiondissolved in ethyl acetate
  3. washwashed with brine

出典と根拠

ORDレコード
ord-ee15fbcd76dc40cc8c92ef9b7b59c2d5
出典データセット
uspto-grants-1995_05
特許番号
US05416076

関連ノート

読み込み中…