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methyl 1,4-dimethyl-1H-benzimidazole-5-carboxylate → 1,4-dimethyl-1H-benzimidazole-5-carboxylic acid

HRID 906131
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HRID 906131 반응식
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:12]([O:14]C)=[O:13])=[C:10]([CH3:11])[C:5]=2[N:4]=[CH:3]1>CO.[OH-].[Na+]>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:12]([OH:14])=[O:13])=[C:10]([CH3:11])[C:5]=2[N:4]=[CH:3]1
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참가 물질

4

반응물 1

HCID 67405211methyl 1,4-dimethyl-1H-benzimidazole-5-carboxylate

생성물 1

HCID 577483661,4-dimethyl-1H-benzimidazole-5-carboxylic acid수율 63.6%

시약·촉매·용매 2

HCID 887Methanol용매HCID 14798Sodium Hydroxide용매

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온도
60 °C

실험 절차

A mixture of the methyl 1,4-dimethyl-1H-benzimidazole-5-carboxylate (78 mg, 0.38 mmol) in methanol (2 mL) and 5% aqueous sodium hydroxide solution (2 mL) was stirred at 60° C. for one hour. The reaction mixture was concentrated, diluted with water (10 mL) and the pH adjusted to 4 then saturated with solid sodium chloride. The aqueous mixture was extracted ethyl acetate (3×10 mL) and the combined extract was washed with water (15 mL), brine (15 mL), dried over sodium sulfate, filtered and concentrated to give 1,4-dimethyl-1H-benzimidazole-5-carboxylic acid (46 mg, 63% yield), MS (EI) for C10H10N2O2: 191 (MH+).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additiondiluted with water (10 mL)
  3. extractionThe aqueous mixture was extracted ethyl acetate (3×10 mL)
  4. extractionthe combined extract
  5. washwas washed with water (15 mL), brine (15 mL)
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cfd0813acb6a4e5ca95f026da5ebcd78
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08012956B2

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