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Sodium borohydride → HCID 67220195、化合物

HRID 1258458
ノート
印刷プレビュー

反応式

HRID 1258458 の反応式
[OH:1][C:2]1[C:7]2[N:8]([CH2:12][CH2:13][O:14][CH3:15])[C:9]([CH3:11])=[N:10][C:6]=2[CH:5]=[C:4]([C:16]([O:18][CH3:19])=[O:17])[C:3]=1[CH2:20][CH2:21][C:22](=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[BH4-].[Na+]>C(O)C>[OH:1][C:2]1[C:7]2[N:8]([CH2:12][CH2:13][O:14][CH3:15])[C:9]([CH3:11])=[N:10][C:6]=2[CH:5]=[C:4]([C:16]([O:18][CH3:19])=[O:17])[C:3]=1[CH2:20][CH2:21][CH:22]([OH:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=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 4311764Sodium borohydrideHCID 67219754HCID 67219754、化合物

生成物 1

HCID 67220195HCID 67220195、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of methyl 7-hydroxy-1-(2-methoxyethyl)-2-methyl-6-(3-oxo-3-phenylpropyl)-1H-benzimidazole-5-carboxylate (2.08 g, 5.25 mmol, Step 9) in ethanol (50 mL) was added sodium borohydride (298 mg, 7.87 mmol) at room temperature. After stirring at the same temperature for 4 hours, the solvent was evaporated, and the residue was poured onto saturated sodium hydrogencarbonate aqueous solution, and the aqueous layer was extracted with ethyl acetate. The combined organic layer was dried over magnesium sulfate, and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane/methanol (20:1) to afford the title compound as a brown amorphous (2.08 g, 99%).

後処理

  1. customthe solvent was evaporated
  2. additionthe residue was poured onto saturated sodium hydrogencarbonate aqueous solution
  3. extractionthe aqueous layer was extracted with ethyl acetate
  4. dry with materialThe combined organic layer was dried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by column chromatography on silica gel eluting with dichloromethane/methanol (20:1)

出典と根拠

ORDレコード
ord-3bdea470ddc649f2805cbde5cb782e81
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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