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Methyl 7-(benzyloxy)-1-(2-methoxyethyl)-2-methyl-1H-benzimidazole-5-carboxylate → Methyl 7-hydroxy-1-(2-methoxyethyl)-2-methyl-1H-benzimidazole-5-carboxylate

HRID 1258457
ノート
印刷プレビュー

反応式

HRID 1258457 の反応式
C([O:8][C:9]1[C:14]2[N:15]([CH2:19][CH2:20][O:21][CH3:22])[C:16]([CH3:18])=[N:17][C:13]=2[CH:12]=[C:11]([C:23]([O:25][CH3:26])=[O:24])[CH:10]=1)C1C=CC=CC=1>[Pd].CO>[OH:8][C:9]1[C:14]2[N:15]([CH2:19][CH2:20][O:21][CH3:22])[C:16]([CH3:18])=[N:17][C:13]=2[CH:12]=[C:11]([C:23]([O:25][CH3:26])=[O:24])[CH:10]=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 1

HCID 67220498Methyl 7-(benzyloxy)-1-(2-methoxyethyl)-2-methyl-1H-benzimidazole-5-carboxylate

生成物 1

HCID 67219571Methyl 7-hydroxy-1-(2-methoxyethyl)-2-methyl-1H-benzimidazole-5-carboxylate収率 92.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A mixture of methyl 7-(benzyloxy)-1-(2-methoxyethyl)-2-methyl-1H-benzimidazole-5-carboxylate (9.21 g, 26.0 mmol, Step 6) and 10% palladium on carbon (500 mg) in methanol (150 mL) was stirred under hydrogen gas (4 atm) for 5 hours. The resulting mixture was filtered through a pad of Celite, and the filtrate was concentrated in vacuo. The residue was suspended in diisopropyl ether (150 mL), and the precipitate was collected by filtration to afford the title compound as a gray solid (6.35 g, 92%).

後処理

  1. filtrationThe resulting mixture was filtered through a pad of Celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. filtrationthe precipitate was collected by filtration

出典と根拠

ORDレコード
ord-7b6d444a95264b2f8c374e27d5f80084
出典データセット
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08466166B2

反応ノート

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