Aluminum(III) Chloride → HCID 67977265、化合物

HRID 2174472ノート

反応式

HRID 2174472 の反応式
[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

参加物

5

反応物 2

HCID 6451240Aluminum(III) ChlorideHCID 67974754HCID 67974754、化合物

生成物 1

HCID 67977265HCID 67977265、化合物収率 39%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 7964Chlorobenzene溶媒

反応条件

温度
125 °C

実験手順

(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%).

後処理

  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

出典と根拠

ORDレコード
ord-7e8845ca6692476bb8cb247866728f07
出典データセット
uspto-grants-2015_06
特許番号
US09061999B2

反応ノート

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