m-Chloroperbenzoic acid → 4-oxido-4-(2-{[1-oxo-3-phenyl-2-(pyridin-3-yl)-1H-inden-6-yl]oxy}ethyl)morpholin-4-ium

HRID 331291ノート

反応式

HRID 331291 の反応式
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][O:9][C:10]2[CH:18]=[C:17]3[C:13]([C:14]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[C:15]([C:20]4[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=4)[C:16]3=[O:19])=[CH:12][CH:11]=2)[CH2:3][CH2:2]1.C1C=C(Cl)C=C(C(OO)=[O:40])C=1>C(Cl)Cl.CCOC(C)=O>[O-:40][N+:4]1([CH2:7][CH2:8][O:9][C:10]2[CH:18]=[C:17]3[C:13]([C:14]([C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)=[C:15]([C:20]4[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=4)[C:16]3=[O:19])=[CH:12][CH:11]=2)[CH2:3][CH2:2][O:1][CH2:6][CH2:5]1

参加物

5

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 509405096-(2-morpholinoethoxy)-3-phenyl-2-(pyridin-3-yl)-1H-inden-1-one

生成物 1

HCID 866698614-oxido-4-(2-{[1-oxo-3-phenyl-2-(pyridin-3-yl)-1H-inden-6-yl]oxy}ethyl)morpholin-4-ium収率 26.8%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 6-(2-morpholinoethoxy)-3-phenyl-2-(pyridin-3-yl)-1H-inden-1-one (100 mg, 0.24 mmol) obtained in Step 7 of Example 1 in CH2Cl2 (2 mL) at 10° C. was added MCPBA (21 mg, 1 eq). The mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with EtOAc and washed with sat. NaHCO3, H2O, and brine. The organic layer was dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (MC/MeOH/NH4OH=92:7:1) to afford the title compound (14 mg, 13%).

後処理

  1. washwashed with sat. NaHCO3, H2O, and brine
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by silica gel column chromatography (MC/MeOH/NH4OH=92:7:1)

出典と根拠

ORDレコード
ord-0f59250d38bf4a6981760ae83744cea1
出典データセット
uspto-grants-2014_11
特許番号
US08877747B2

反応ノート

読み込み中…