Gamma-Aminobutyric Acid → 4-Maleimidobutyric Acid

HRID 1247002ノート

反応式

HRID 1247002 の反応式
[NH2:1][CH2:2][CH2:3][CH2:4][C:5]([OH:7])=[O:6].[C:8]1(=O)[O:13][C:11](=[O:12])[CH:10]=[CH:9]1>C(O)(=O)C>[O:12]=[C:11]1[CH:10]=[CH:9][C:8](=[O:13])[N:1]1[CH2:2][CH2:3][CH2:4][C:5]([OH:7])=[O:6]

参加物

4

反応物 2

HCID 119Gamma-Aminobutyric AcidHCID 7923Maleic Anhydride

生成物 1

HCID 34049044-Maleimidobutyric Acid収率 48.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
130 °C

実験手順

20.0 g (193.9 mmol) of 4-aminobutyric acid is mixed with 19 g of maleic acid anhydride, 290 ml of acetic acid, and it is heated for 4 hours in an oil bath at 130° C. It is azeotropically concentrated by evaporation with repeated addition of toluene, the residue is dissolved in dichloromethane and purified by chromatography on fine silica gel. 17.1 g (93.4 mmol, 48%) of the title compound is isolated as a crystalline solid.

後処理

  1. concentrationIt is azeotropically concentrated by evaporation
  2. additionaddition of toluene
  3. dissolutionthe residue is dissolved in dichloromethane
  4. custompurified by chromatography on fine silica gel

出典と根拠

ORDレコード
ord-6d66671de31e4902ba4832e4028be095
出典データセット
uspto-grants-2006_10
特許番号
US07129254B2

反応ノート

読み込み中…