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Benzyl Bromide → 2-Benzyl-5-butyl-4-[4-[(1-carboxy)(1-(2-chlorophenyl))methoxy]phenyl]methyl-2,4-dihydro-3H-1,2,4-triazol-3-one

HRID 257847
ノート
印刷プレビュー

反応式

HRID 257847 の反応式
[CH2:1]([C:5]1[N:6]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH:19]([C:27]([O:29]C)=[O:28])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[Cl:26])=[CH:14][CH:13]=2)[C:7](=[O:10])[NH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].[H-].[Na+].[CH2:33](Br)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>CN(C=O)C>[CH2:33]([N:8]1[C:7](=[O:10])[N:6]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH:19]([C:27]([OH:29])=[O:28])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[Cl:26])=[CH:14][CH:13]=2)[C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[N:9]1)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1
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 7498Benzyl BromideHCID 24758Sodium hydrideHCID 197818905-butyl-4-[4-[(1-carbomethoxy)(1-(2-chlorophenyl))methoxy]phenyl]methyl-2,4-dihydro-3H-1,2,4-triazol-3-one

生成物 1

HCID 197818302-Benzyl-5-butyl-4-[4-[(1-carboxy)(1-(2-chlorophenyl))methoxy]phenyl]methyl-2,4-dihydro-3H-1,2,4-triazol-3-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide
溶媒

実験手順

A mixture of the above ester (Step G), sodium hydride (3 equivalents), and dry DMF is stirred under N2 at room temperature for 2 hours. Next, benzyl bromide (5 equivalents) is added, and stirring at room temperature is continued for an additional 1.5 hours or until TLC indicates complete reaction. The mixture is quenched by cautious addition of sufficient acetic acid to destroy the excess sodium hydride and then partitioned between ethyl acetate and H2O. The ethyl acetate phase is washed repeatedly with H2O, then dried (Na2SO4), filtered, and concentrated in vacuo. Chromatography of the residue on silica gel affords the title compound.

後処理

  1. stirringstirring at room temperature
  2. waitis continued for an additional 1.5 hours or until TLC
  3. customreaction
  4. customThe mixture is quenched by cautious addition of sufficient acetic acid
  5. customto destroy the excess sodium hydride
  6. custompartitioned between ethyl acetate and H2O
  7. washThe ethyl acetate phase is washed repeatedly with H2O
  8. dry with materialdried (Na2SO4)
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-9febca264e064b8892b66ae88c3afc2e
出典データセット
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05264439

反応ノート

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