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Sodium Hydroxide → HCID 57772003、化合物

HRID 1661922
ノート
印刷プレビュー

反応式

HRID 1661922 の反応式
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:14]([CH2:15][CH2:16][O:17][CH3:18])[C:13]3[C:19]([O:35][CH3:36])=[CH:20][C:21]([CH:23](OS(C)(=O)=O)[C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=4)=[CH:22][C:12]=3[N:11]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>C1COCC1>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:14]([CH2:15][CH2:16][O:17][CH3:18])[C:13]3[C:19]([O:35][CH3:36])=[CH:20][C:21]([CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=4)=[CH:22][C:12]=3[N:11]=2)=[CH:8][CH:9]=1)([CH3:3])[CH3:2]
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 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 57772049methanesulfonic acid [2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazol-5-yl]-pyridin-2-yl-methyl ester

生成物 1

HCID 57772003HCID 57772003、化合物収率 19.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of ca. 250 mg of methanesulfonic acid [2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazol-5-yl]-pyridin-2-yl-methyl ester in 7 ml THF, 50 mg LiAlH4 are added. The mixture is heated to reflux temperature and stirred for 3 h. After that the reaction mixture is allowed to cool to room temperature and 1N NaOH solution is added and this mixture is stirred for 30 min and filtered. The filtrate is extracted with ethyl acetate (3×). The combined organic layers are washed with water (2×) and brine, dried over MgSO4, filtered and the filtrate is concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (CH2Cl2:MeOH=95:5) to afford 40 mg of the title compound as an oil.

後処理

  1. temperatureThe mixture is heated
  2. temperatureto reflux temperature
  3. stirringthis mixture is stirred for 30 min
  4. filtrationfiltered
  5. extractionThe filtrate is extracted with ethyl acetate (3×)
  6. washThe combined organic layers are washed with water (2×) and brine
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. concentrationthe filtrate is concentrated in vacuo
  10. customThe residue is purified by flash-chromatography on silica gel (CH2Cl2:MeOH=95:5)

出典と根拠

ORDレコード
ord-d5a8fe5c57bd4199818b2c9d9d14b063
出典データセット
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08030497B2

反応ノート

読み込み中…

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