Aluminum(III) Chloride → HCID 67977592, 화합물

HRID 2174477노트

반응식

HRID 2174477 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:4][C:3]=1[NH:17][C:18](=[O:27])[CH:19]=[CH:20]C1C=CC=CC=1.[Cl-].[Cl-].[Cl-].[Al+3]>ClC1C=CC=CC=1.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]2)=[C:4]2[C:3]=1[NH:17][C:18](=[O:27])[CH:19]=[CH:20]2

참가 물질

5

반응물 2

HCID 6451240Aluminum(III) ChlorideHCID 67976957HCID 67976957, 화합물

생성물 1

HCID 67977592HCID 67977592, 화합물수율 67%

시약·촉매·용매 2

HCID 962Water용매HCID 7964Chlorobenzene용매

반응 조건

온도
125 °C

실험 절차

N-(2-chloro-5-(2-(piperidin-1-yl)ethoxy)phenyl)cinnamamide (436 mg, 1.1 mmol, 1 eq.) was placed in chlorobenzene (2.1 mL), in the presence of aluminium trichloride (906 mg, 1.5 mmol, 6 eq.). The reaction mixture was heated at 125° C. and stirred for 2 hours. After cooling down to room temperature, it was diluted with a water and ice mixture and extracted with ethyl acetate. The organic phase was dried over MgSO4, filtered and concentrated under reduced pressure. The resulting residue was purified by column chromatography on silica gel to afford 8-chloro-5-(2-(piperidin-1-yl)ethoxy)quinolin-2(1H)-one (225 mg, 67%).

후처리

  1. temperatureAfter cooling down to room temperature
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic phase was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-c8388d30859142eca3a4d228d22217d3
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09061999B2

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