Hydrogen Peroxide → 3-[4-(3-Benzyloxyphenyl)-2-oxo-pyrrolidin-1-yl]benzamide

HRID 1819349ノート

反応式

HRID 1819349 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]2[CH2:19][N:18]([C:20]3[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=3)[C:23]#[N:24])[C:17](=[O:28])[CH2:16]2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:29].[Na+].OO>CCO>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]2[CH2:19][N:18]([C:20]3[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=3)[C:23]([NH2:24])=[O:29])[C:17](=[O:28])[CH2:16]2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 688298583-[4-(3-Benzyloxyphenyl)-2-oxo-pyrrolidin-1-yl]benzonitrile

生成物 1

HCID 575671163-[4-(3-Benzyloxyphenyl)-2-oxo-pyrrolidin-1-yl]benzamide収率 99%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
45 °C

実験手順

To a solution of 3-[4-(3-benzyloxyphenyl)-2-oxo-pyrrolidin-1-yl]benzonitrile (1.3 g, 3.36 mmol) in 25 mL EtOH was added 25% NaOH (0.15 mL) followed by the slow addition of 1.5 mL H2O2 (30%). The reaction mixture was heated to 45° C. and stirred for 5 h. The mixture was then cooled down and concentrated under reduced pressure. The residue was dissolved in 100 mL EtOAc, washed with water and brine, dried over MgSO4 and concentrated again. The residue was purified by column chromatography on silica gel (EtOAc:Hexane=1:3) to give 1.3 g of the desired product. Yield: 99%.

後処理

  1. temperatureThe mixture was then cooled down
  2. concentrationconcentrated under reduced pressure
  3. dissolutionThe residue was dissolved in 100 mL EtOAc
  4. washwashed with water and brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated again
  7. customThe residue was purified by column chromatography on silica gel (EtOAc:Hexane=1:3)

出典と根拠

ORDレコード
ord-16229d3feaf9405aafdf90f967208192
出典データセット
uspto-grants-2009_10
特許番号
US07601742B2

反応ノート

読み込み中…