Sodium Sulfate → 1h-Benzimidazole-6-methanol,1-[(2-chlorophenyl)methyl]-2-methyl-

HRID 276035ノート

反応式

HRID 276035 の反応式
[Cl:1][C:2]1[CH:23]=[CH:22][CH:21]=[CH:20][C:3]=1[CH2:4][N:5]1[C:9]2[CH:10]=[C:11]([C:14](OCC)=[O:15])[CH:12]=[CH:13][C:8]=2[N:7]=[C:6]1[CH3:19].[H-].[Al+3].[Li+].[H-].[H-].[H-].[H-].[NH4+].[Li].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[Cl:1][C:2]1[CH:23]=[CH:22][CH:21]=[CH:20][C:3]=1[CH2:4][N:5]1[C:9]2[CH:10]=[C:11]([CH2:14][OH:15])[CH:12]=[CH:13][C:8]=2[N:7]=[C:6]1[CH3:19]

参加物

6

反応物 4

HCID 24436Sodium SulfateHCID 186808391-(2-Chlorobenzyl)-6-ethoxycarbonyl-2-methylbenzimidazoleHCID 21226445Aluminium lithium hydrideHCID 86650320Lithium ammonium hydride

生成物 1

HCID 183155381h-Benzimidazole-6-methanol,1-[(2-chlorophenyl)methyl]-2-methyl-収率 62.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

A solution of 2.66 g of 1-(2-chlorobenzyl)-6-ethoxycarbonyl-2-methylbenzimidazole in 20 ml of tetrahydrofuran was slowly added to a solution of 1.54 g of lithium aluminum hydride in 20 ml of tetrahydrofuran at a temperature of from 20 to 25° C. Further, the mixture was stirred at room temperature for 1 hour. Thirty milliliters of tetrahydrofuran were added thereto to dilute the reaction solution. Lithium ammonium hydride was decomposed and solidified with a saturated aqueous solution of sodium sulfate, and the tetrahydrofuran layer was separated. The solvent was distilled off, and the residue was purified through silica-gel column chromatography (eluent: a mixture of chloroform and methanol at a ratio of 9:1) to give 1.45 g of 1-(2-chlorobenzyl)-6-hydroxymethyl-2-methylbenzimidazole.

後処理

  1. additionto dilute the reaction solution
  2. customthe tetrahydrofuran layer was separated
  3. distillationThe solvent was distilled off
  4. customthe residue was purified through silica-gel column chromatography (eluent
  5. additiona mixture of chloroform and methanol at a ratio of 9:1)

出典と根拠

ORDレコード
ord-b9780ffbde374e5eafda12e93553ae47
出典データセット
uspto-grants-2002_03
特許番号
US06352985B1

反応ノート

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