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Water → HCID 11543588、化合物

HRID 1714206
ノート
印刷プレビュー

反応式

HRID 1714206 の反応式
C[C:2]#[N:3].[CH2:4]([Li])CCC.[Cl:9][C:10]1[C:21]([Cl:22])=[CH:20][C:13]2[NH:14][C:15]([C:17](=[O:19])[CH3:18])=[N:16][C:12]=2[CH:11]=1.O>C1COCC1>[Cl:22][C:21]1[C:10]([Cl:9])=[CH:11][C:12]2[NH:16][C:15]([C:17]([OH:19])([CH3:4])[CH2:18][C:2]#[N:3])=[N:14][C:13]=2[CH:20]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 6342AcetonitrileHCID 534071411-(5,6-Dichloro-1H-benzimidazol-2-yl)ethan-1-oneHCID 178418339Butyllithium

生成物 1

HCID 11543588HCID 11543588、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-78 °C

実験手順

CH3CN was added to a solution of n-butyl lithium in THF (8 ml) at −78° C. and the mixture was stirred at −78° C. for 45 minutes. To this solution was added 1-(5,6-dichloro-1H-benzimidazol-2-yl)-ethanone in THF (6 ml) and the resulting mixture was stirred at −78° C. for an addition ½ hour. After stirring at 0° C. for 6 hrs, water was added, the resulting solution was extracted with EtOAc, the organic layer was washed with brine and then dried over anhydrous Na2SO4. Solvent was distilled off under reduced pressure. Column chromatography (silica gel, EtOAc/hexanes 10% to 50%) yielded the title product as an off-white solid.

後処理

  1. stirringthe resulting mixture was stirred at −78° C. for an addition ½ hour
  2. stirringAfter stirring at 0° C. for 6 hrs
  3. extractionthe resulting solution was extracted with EtOAc
  4. washthe organic layer was washed with brine
  5. dry with materialdried over anhydrous Na2SO4
  6. distillationSolvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-67ed343f5d1743489d1fe899215f9795
出典データセット
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07795446B2

反応ノート

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