Potassium Hydroxide → N-((6-(5-(But-3-enyloxy)-2,4-dimethylphenyl)pyridin-2-yl)methylene)-2,6-diisopropylaniline

HRID 2047949노트

반응식

HRID 2047949 반응식
Br[C:2]1[N:7]=[C:6]([CH:8]=[N:9][C:10]2[C:15]([CH:16]([CH3:18])[CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=2[CH:19]([CH3:21])[CH3:20])[CH:5]=[CH:4][CH:3]=1.[CH2:22]([O:26][C:27]1[C:28]([CH3:37])=[CH:29][C:30]([CH3:36])=[C:31](B(O)O)[CH:32]=1)[CH2:23][CH:24]=[CH2:25].[OH-].[K+]>[Br-].C(P(C(C)(C)C)C(C)(C)C)(C)(C)C.[Pd+].C1COCC1>[CH2:22]([O:26][C:27]1[C:28]([CH3:37])=[CH:29][C:30]([CH3:36])=[C:31]([C:2]2[N:7]=[C:6]([CH:8]=[N:9][C:10]3[C:15]([CH:16]([CH3:18])[CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=3[CH:19]([CH3:21])[CH3:20])[CH:5]=[CH:4][CH:3]=2)[CH:32]=1)[CH2:23][CH:24]=[CH2:25]

참가 물질

6

반응물 3

HCID 14797Potassium HydroxideHCID 594796125-(But-3-enyloxy)-2,4-dimethylphenylboronic acidHCID 59479616N-[(6-Bromo-2-pyridinyl)methylene]-2,6-bis(1-methylethyl)benzenamine

생성물 1

HCID 59479617N-((6-(5-(But-3-enyloxy)-2,4-dimethylphenyl)pyridin-2-yl)methylene)-2,6-diisopropylaniline

시약·촉매·용매 2

HCID 178454878HCID 178454878, 화합물촉매HCID 8028Tetrahydrofuran용매

실험 절차

In the glovebox, N-((6-bromopyridin-2-yl)methylene)-2,6-diisopropylaniline (1.392 g, 4.03 mmol) is combined with 5-(but-3-enyloxy)-2,4-dimethylphenylboronic acid (1.000 g, 4.03 mmol) and KOH (0.678 g, 12.1 mmol) and dry THF (40 mL) is added. Palladium(I) tri-tert-butylphosphine bromide, dimer [PtBu3)PdBr]2 (0.062 g, 0.040 mmol) is added and the reaction mixture is stirred for five hours, removed from the glovebox, and ether (100 mL) is added. The solution is washed with water (50 mL) and then brine (50 mL), dried over magnesium sulfate, filtered, and solvents removed by evaporation. Yield=1.86 g of orange sticky oil. The product is used without further purification.

후처리

  1. additionis added
  2. customremoved from the glovebox, and ether (100 mL)
  3. additionis added
  4. washThe solution is washed with water (50 mL)
  5. dry with materialbrine (50 mL), dried over magnesium sulfate
  6. filtrationfiltered
  7. customsolvents removed by evaporation
  8. customThe product is used without further purification

출처 및 근거

ORD 기록
ord-8a50c24fee944aaf8504f487d0ca5fe4
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592615B2

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