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Hydrochloric Acid → 2-[2-(4-Acetyl-3-hydroxy-2-propylphenoxy)ethylthio]benzimidazole-5-carboxylic acid

HRID 2165934
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HRID 2165934 반응식
[C:1]([C:4]1[CH:27]=[CH:26][C:7]([O:8][CH2:9][CH2:10][S:11][C:12]2[NH:13][C:14]3[CH:20]=[C:19]([C:21]([O:23]CC)=[O:22])[CH:18]=[CH:17][C:15]=3[N:16]=2)=[C:6]([CH2:28][CH2:29][CH3:30])[C:5]=1[OH:31])(=[O:3])[CH3:2].Cl>[OH-].[Na+]>[C:1]([C:4]1[CH:27]=[CH:26][C:7]([O:8][CH2:9][CH2:10][S:11][C:12]2[NH:13][C:14]3[CH:20]=[C:19]([C:21]([OH:23])=[O:22])[CH:18]=[CH:17][C:15]=3[N:16]=2)=[C:6]([CH2:28][CH2:29][CH3:30])[C:5]=1[OH:31])(=[O:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 23042703Ethyl 2-[2-(4-acetyl-3-hydroxy-2-propylphenoxy)ethylthio]benzimidazole-5-carboxylate

생성물 1

HCID 146280452-[2-(4-Acetyl-3-hydroxy-2-propylphenoxy)ethylthio]benzimidazole-5-carboxylic acid수율 77.6%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

The above ester (2.20 g) was added to 1 N sodium hydroxide solution (20 ml), and the mixture was refluxed for 30 minutes, then poured into ice-water, made acidic with concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate and evaporated. The resulting residue was purified by silica gel column chromatography, eluting with dichloromethane-methanol (10:1), and recrystallized from n-hexane-ethyl acetate to give the title compound (1.60 g, 77.1 %) as colorless crystals, mp 108-110° C.

후처리

  1. temperaturethe mixture was refluxed for 30 minutes
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated
  6. customThe resulting residue was purified by silica gel column chromatography
  7. washeluting with dichloromethane-methanol (10:1)
  8. customrecrystallized from n-hexane-ethyl acetate

출처 및 근거

ORD 기록
ord-8552206e7a194e3795da9b6bec75b37e
출처 데이터셋
uspto-grants-1990_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04942245

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