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Ethanol → 1-[4-(3-acetylphenyl)-2-hydroxy-4-methyl-2-trifluoromethylpentyl]-1H-quinolin-4-one

HRID 2106033
ノート
印刷プレビュー

反応式

HRID 2106033 の反応式
[OH:1][C:2]([C:31]([F:34])([F:33])[F:32])([CH2:15][C:16]([CH3:30])([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]2([CH3:29])OCC[O:25]2)[CH:19]=1)[CH3:17])[CH2:3][N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:14])[CH:6]=[CH:5]1.C(O)C.C1(C)C=CC(S(O)(=O)=O)=CC=1.[NH+]1C=CC=CC=1>O>[C:24]([C:20]1[CH:19]=[C:18]([C:16]([CH3:30])([CH3:17])[CH2:15][C:2]([OH:1])([C:31]([F:32])([F:33])[F:34])[CH2:3][N:4]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:14])[CH:6]=[CH:5]2)[CH:23]=[CH:22][CH:21]=1)(=[O:25])[CH3:29]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 702EthanolHCID 22033616Pyridinium.p-toluenesulfonateHCID 578097811-{2-hydroxy-4-methyl-4-[3-(2-methyl-[1,3]dioxolan-2-yl)phenyl]-2-trifluoromethylpentyl}-1H-quinolin-4-one

生成物 1

HCID 578097551-[4-(3-acetylphenyl)-2-hydroxy-4-methyl-2-trifluoromethylpentyl]-1H-quinolin-4-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 1-{2-hydroxy-4-methyl-4-[3-(2-methyl-[1,3]dioxolan-2-yl)phenyl]-2-trifluoromethylpentyl}-1H-quinolin-4-one (0.35 g, 0.75 mmol), ethanol (24 mL), water (4.8 mL), and pyridinium p-toluenesulfonic acid (95 mg, 0.37 mmol) was heated to reflux for 3 hours, cooled to room temperature, and concentrated in vacuo to remove most of the ethanol. The residue was diluted with ethyl acetate and water. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with saturated aqueous sodium bicarbonate and brine, and dried over sodium sulfate. Removal of the volatiles in vacuo afforded 1-[4-(3-acetylphenyl)-2-hydroxy-4-methyl-2-trifluoromethylpentyl]-1-H-quinolin-4-one. Yield: 0.27 g (84%).

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 3 hours
  3. concentrationconcentrated in vacuo
  4. customto remove most of the ethanol
  5. additionThe residue was diluted with ethyl acetate and water
  6. extractionThe aqueous layer was extracted with ethyl acetate
  7. washThe combined organic layers were washed with saturated aqueous sodium bicarbonate and brine
  8. dry with materialdried over sodium sulfate
  9. customRemoval of the volatiles in vacuo

出典と根拠

ORDレコード
ord-f1b3c0c15c60486e965bffd0e66bc88c
出典データセット
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07579469B2

反応ノート

読み込み中…

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