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Lithium iodide → HCID 70132244, 화합물

HRID 429619
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HRID 429619 반응식
[O:1]([CH2:19][C:20]1[NH:24][C:23]2[CH:25]=[CH:26][CH:27]=[C:28]([C:29]([O:31]C)=[O:30])[C:22]=2[N:21]=1)[Si:2]([C:15]([CH3:18])([CH3:17])[CH3:16])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[I-].[Li+]>N1C=CC=CC=1>[O:1]([CH2:19][C:20]1[NH:24][C:23]2[CH:25]=[CH:26][CH:27]=[C:28]([C:29]([OH:31])=[O:30])[C:22]=2[N:21]=1)[Si:2]([C:15]([CH3:18])([CH3:16])[CH3:17])([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 66321Lithium iodideHCID 70104971HCID 70104971, 화합물

생성물 1

HCID 70132244HCID 70132244, 화합물수율 87.8%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of methyl 2-tert-butyldiphenylsiloxymethyl-1H-benzimidazole-4-carboxylate (500 mg) in pyridine (3 ml) was added lithium iodide (602 mg) under nitrogen at ambient temperature and the mixture was heated to reflux for 3 hours. The reaction mixture was concentrated in vacuo and the residue was dissolved in chloroform. The solution was washed with water and brine and the organic layer was dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was chromatographed on silica gel eluting with a mixture of chloroform and methanol (chloroform only˜50:1˜25:1˜10:1) to give 2-tert-butyldiphenylsiloxymethyl-1H-benzimidazole-4-carboxylic acid (425 mg) as a powder.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 3 hours
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. dissolutionthe residue was dissolved in chloroform
  5. washThe solution was washed with water and brine
  6. dry with materialthe organic layer was dried over magnesium sulfate
  7. customThe solvent was evaporated in vacuo
  8. customthe residue was chromatographed on silica gel eluting with a mixture of chloroform and methanol (chloroform only˜50:1˜25:1˜10:1)

출처 및 근거

ORD 기록
ord-043b641715644842b0e8b9c2ea96e65c
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06316482B1

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