Aluminum(III) Chloride → HCID 67977265, 화합물

HRID 2174472노트

반응식

HRID 2174472 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:28])/[C:19](/[CH3:27])=[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:28])[C:19]([CH3:20])=[CH:27]2

참가 물질

5

반응물 2

HCID 6451240Aluminum(III) ChlorideHCID 67974754HCID 67974754, 화합물

생성물 1

HCID 67977265HCID 67977265, 화합물수율 39%

시약·촉매·용매 2

HCID 962Water용매HCID 7964Chlorobenzene용매

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온도
125 °C

실험 절차

(E)-N-(2-chloro-5-(2-(piperidin-1-yl)ethoxy)phenyl)-2-methyl-3-phenylacrylamide (100 mg, 0.2 mmol, 1 eq.) was placed in chlorobenzene (500 μL), in the presence of aluminium trichloride (201 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-3-methyl-5-(2-(piperidin-1-yl)ethoxy)quinolin-2(1H)-one (25 mg, 31%).

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-7e8845ca6692476bb8cb247866728f07
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09061999B2

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