Hydrochloric Acid → Ethyl [7-(1-ethylpropyl)-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]acetate

HRID 1628389ノート

反応式

HRID 1628389 の反応式
[CH2:1]([O:3][C:4](=[O:28])[CH2:5][N:6]1[C:10]2[C:11]([CH:15]([CH2:18][CH3:19])[CH2:16][CH3:17])=[CH:12][CH:13]=[CH:14][C:9]=2[N:8](C(OC(C)(C)C)=O)[C:7]1=[O:27])[CH3:2].Cl>C(OCC)(=O)C.C(=O)([O-])O.[Na+]>[CH2:16]([CH:15]([C:11]1[C:10]2[N:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:28])[C:7](=[O:27])[NH:8][C:9]=2[CH:14]=[CH:13][CH:12]=1)[CH2:18][CH3:19])[CH3:17]

参加物

5

反応物 2

HCID 313Hydrochloric Acid2 回HCID 68548443tert-Butyl 3-(2-ethoxy-2-oxoethyl)-4-(1-ethylpropyl)-2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxylate

生成物 1

HCID 86632858Ethyl [7-(1-ethylpropyl)-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]acetate収率 93%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒4 回HCID 516892Sodium Bicarbonate溶媒

実験手順

To a solution of tert-butyl 3-(2-ethoxy-2-oxoethyl)-4-(1-ethylpropyl)-2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxylate (6.16 g, 15.8 mmol) in ethyl acetate (15 mL) was added a 4N solution of hydrogen chloride in ethyl acetate (15 mL) at 0° C., and the mixture was stirred at the same temperature for 2 hr. An additional 4N solution of hydrogen chloride in ethyl acetate (15 mL) was added to the mixture at 0° C., followed by stirring at the same temperature for 1 hr. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate and ethyl acetate. The organic layer was separated, washed with brine, dried over sodium sulfate and concentrated in vacuo. The resulting solid was washed with n-hexane to give the title compound (4.28 g, 14.7 mmol, 93%) as a colorless crystal.

後処理

  1. stirringby stirring at the same temperature for 1 hr
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. washThe resulting solid was washed with n-hexane

出典と根拠

ORDレコード
ord-25a523de718241ab9ff33dee61f8ddf6
出典データセット
uspto-grants-2014_07
特許番号
US08785460B2

反応ノート

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