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Butanal → N-Butyl-2-pyridinamine

HRID 1881032
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HRID 1881032 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH:8](=O)[CH2:9][CH2:10][CH3:11].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(OCC)(=O)C>C(Cl)(Cl)Cl.C(O)(=O)C>[CH2:8]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1)[CH2:9][CH2:10][CH3:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 261ButanalHCID 8857Ethyl AcetateHCID 104392-AminopyridineHCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 14322668N-Butyl-2-pyridinamine수율 34%

시약·촉매·용매 2

HCID 176Acetic Acid용매
HCID 6212
Chloroform
용매

실험 절차

2-aminopyridine (5.0 g) was dissolved in chloroform (40 mL) and acetic acid (10 mL), and n-butyraldehyde (4.2 g) was added, then stirred at room temperature for 30 minutes. Sodium triacetoxyborohydride (16.9 g) was added and stirred at room temperature for three hours. Ethyl acetate (300 mL) was added to the reaction solution, and the organic layer was washed with saturated aqueous solution of sodium hydrogen carbonate (200 mL) and saturated sodium chloride solution (50 mL). After drying on anhydrous sodium sulfate, filtration, and vacuum concentration, the residue was purified by silica gel flash column chromatography (developing solvent: n-hexane:ethyl acetate=2:1) to give the above-identified compound (2.7 g, yield 34%).

후처리

  1. stirringstirred at room temperature for three hours
  2. washthe organic layer was washed with saturated aqueous solution of sodium hydrogen carbonate (200 mL) and saturated sodium chloride solution (50 mL)
  3. dry with materialAfter drying on anhydrous sodium sulfate, filtration, and vacuum concentration
  4. customthe residue was purified by silica gel flash column chromatography (developing solvent: n-hexane:ethyl acetate=2:1)

출처 및 근거

ORD 기록
ord-bd12a45927eb449fa724f4756949b782
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08318781B2

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