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

HRID 1628389노트

반응식

HRID 1628389 반응식
[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]

참가 물질

5

반응물 2

HCID 313Hydrochloric Acid2회HCID 68548443tert-Butyl 3-(2-ethoxy-2-oxoethyl)-4-(1-ethylpropyl)-2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxylate

생성물 1

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

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매4회HCID 516892Sodium Bicarbonate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-25a523de718241ab9ff33dee61f8ddf6
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785460B2

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