Hydrochloric Acid → 4-Propylpyridin-2-amine

HRID 1038545

반응식

HRID 1038545 반응식
[CH2:1]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)[CH2:2][CH3:3].[NH2-:10].[Na+].Cl>C1(C)C=CC=CC=1>[CH2:1]([C:4]1[CH:9]=[CH:8][N:7]=[C:6]([NH2:10])[CH:5]=1)[CH2:2][CH3:3]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 24533Sodium amideHCID 707384-Propylpyridine

생성물 1

HCID 70225944-Propylpyridin-2-amine수율 51%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
140 °C

실험 절차

To a solution of 4-propylpyridine (10.0 g, 82.5 mmol) in toluene (170 mL), sodium amide (6.4 g, 165 mmol) was added at room temperature, and the mixture was stirred at 140° C. for 2 days. Under ice-cold conditions, the reaction solution was added 6N aqueous solution of hydrochloric acid (30 mL), and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate/1% triethylamine), and the title compound (5.70 g (yield 51%)) was obtained as a red-brown solid.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate/1% triethylamine)

출처 및 근거

ORD 기록
ord-a03d1944fe274bf393149e71d3fdb1fd
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08551985B2

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