Tetrahydrofuran → HCID 69457443、化合物

HRID 916084ノート

反応式

HRID 916084 の反応式
[H-].[Na+].O1CCCC1.[CH3:8][O:9][C:10](=[O:28])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][S:18][C:19]1[NH:20][C:21]2[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=2[N:23]=1.[C:29]([O:33][C:34](=[O:43])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[CH2:41]Br)([CH3:32])([CH3:31])[CH3:30]>O>[CH3:8][O:9][C:10](=[O:28])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][S:18][C:19]1[N:20]([CH2:41][C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=2[C:34]([O:33][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:43])[C:21]2[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=2[N:23]=1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 11459925Benzoic acid, 2-(bromomethyl)-, 1,1-dimethylethyl esterHCID 69456394HCID 69456394、化合物

生成物 1

HCID 69457443HCID 69457443、化合物収率 71%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

Sodium hydride (104 mg, 2.86 mmol) and tetrahydrofuran (16 ml) were added to a previously dried reaction vessel. To the mixture were added 2-(benzimidazole-2-ylthiomethyl)benzoic acid methyl ester (428 mg, 1.43 mmol) and 2-(bromomethyl)benzoic acid t-butyl ester (466 mg, 3.46 mmol), and then the mixture was stirred at 60° C. for 50 minutes. Water was added thereto, followed by extraction with ethyl acetate. After the ethyl acetate phase was dried with anhydrous sodium sulfate, it was concentrated, and the residue was purified by silica gel column chromatography (hexane: ethyl acetate=3:1) to obtain 2-((1-((2-((t-butyl)oxycarbonyl)phenyl)methyl)benzimidazole-2-ylthio)methyl)benzoic acid methyl ester (495 mg, yield 71%).

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. dry with materialAfter the ethyl acetate phase was dried with anhydrous sodium sulfate, it
  3. concentrationwas concentrated
  4. customthe residue was purified by silica gel column chromatography (hexane: ethyl acetate=3:1)

出典と根拠

ORDレコード
ord-7a50594bf5f04aee9226b1bb558c5956
出典データセット
uspto-grants-2007_09
特許番号
US07268145B2

反応ノート

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