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

HRID 1819349노트

반응식

HRID 1819349 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
45 °C

실험 절차

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%.

후처리

  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)

출처 및 근거

ORD 기록
ord-16229d3feaf9405aafdf90f967208192
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07601742B2

반응 노트

불러오는 중…