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Lithium iodide → HCID 70132244、化合物

HRID 429619
ノート
印刷プレビュー

反応式

HRID 429619 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 66321Lithium iodideHCID 70104971HCID 70104971、化合物

生成物 1

HCID 70132244HCID 70132244、化合物収率 87.8%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-043b641715644842b0e8b9c2ea96e65c
出典データセット
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06316482B1

反応ノート

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