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1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 23060629, 화합물

HRID 750362
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HRID 750362 반응식
[C:1]([C:9]1[CH:34]=[C:33]([Br:35])[CH:32]=[CH:31][C:10]=1[C:11]([N:13]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][CH:22]=1)[CH2:14][C:15](=[O:19])[CH2:16][CH2:17][CH3:18])=[O:12])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N12CCCN=C1CCCCC2>C1(C)C=CC=CC=1>[Br:35][C:33]1[CH:34]=[C:9]2[C:10](=[CH:31][CH:32]=1)[C:11](=[O:12])[N:13]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][CH:22]=1)[C:14]([C:15](=[O:19])[CH2:16][CH2:17][CH3:18])=[C:1]2[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 230608192-benzoyl-4-bromo-N-(4-methanesulfonylbenzyl)-N-(2-oxopentyl)benzamide

생성물 1

HCID 23060629HCID 23060629, 화합물수율 72.3%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

[Step 3] To a solution (40 ml) of 2-benzoyl-4-bromo-N-(4-methanesulfonylbenzyl)-N-(2-oxopentyl)benzamide (2.0 g) in toluene was added 1,8-diazabicyclo[5.4.0]undeca-7-ene (1.1 g), and the mixture was heated under reflux for 48 hrs. The reaction mixture was concentrated under reduced pressure. To the residue were added water and 10% hydrochloric acid, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, saturated aqueous sodium hydrogen carbonate, water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by recrystallization (THF-diisopropyl ether) to give the title compound (1.4 g).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 48 hrs
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. additionTo the residue were added water and 10% hydrochloric acid
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe organic layer was washed with water, saturated aqueous sodium hydrogen carbonate, water and saturated brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThe solvent was evaporated under reduced pressure
  9. customthe residue was purified by recrystallization (THF-diisopropyl ether)

출처 및 근거

ORD 기록
ord-3313ca07526c4cf0adf540abbac8e236
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07402595B2

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