Water → 4-[N-(tert-butyl)-N-hydroxyamino]-N-(8-hydroxyquinolin-5-yl)-benzamide

HRID 498087노트

반응식

HRID 498087 반응식
[C:1]([N:5]([C:14]1[CH:33]=[CH:32][C:17]([C:18]([NH:20][C:21]2[CH:30]=[CH:29][C:28]([OH:31])=[C:27]3[C:22]=2[CH:23]=[CH:24][CH:25]=[N:26]3)=[O:19])=[CH:16][CH:15]=1)[O:6][Si](C(C)(C)C)(C)C)([CH3:4])([CH3:3])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O.[NH4+].[Cl-]>C1COCC1.C(OCC)(=O)C>[C:1]([N:5]([C:14]1[CH:33]=[CH:32][C:17]([C:18]([NH:20][C:21]2[CH:30]=[CH:29][C:28]([OH:31])=[C:27]3[C:22]=2[CH:23]=[CH:24][CH:25]=[N:26]3)=[O:19])=[CH:16][CH:15]=1)[OH:6])([CH3:4])([CH3:2])[CH3:3]

참가 물질

7

반응물 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 2724141Tetrabutylammonium FluorideHCID 223207184-[N-(tert-butyl)-N-(tert-butyldimethylsilyloxy)amino]-N-(8-hydroxyquinolin-5-yl)-benzamide

생성물 1

HCID 101549414-[N-(tert-butyl)-N-hydroxyamino]-N-(8-hydroxyquinolin-5-yl)-benzamide수율 70.3%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 0.04 g (0.085 mmol) of compound 9 in THF (1 mL) was added 0.43 mL (0.43 mmol) of 1 M solution of tetrabutylammonium fluoride in THF at room temperature, and the solution was stirred for 1 hour. After completion of the reaction, 2 mL of water was added to quench the reaction. Ethyl acetate and sat'd NH4Cl solution were added to the mixture. The organic layer was separated, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica, Hex:EtOAc=10:1) to give 0.021 g of compound 10 in 70% yield.

후처리

  1. additionwas added
  2. customto quench
  3. customthe reaction
  4. additionwere added to the mixture
  5. customThe organic layer was separated
  6. dry with materialdried over anhydrous MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was purified by flash column chromatography (silica, Hex:EtOAc=10:1)

출처 및 근거

ORD 기록
ord-b56c13ee9d884a7aa4b70111b35216e5
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06949654B2

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