Sodium Hydroxide → Tert-butyl 2-(5-bromo-2-chlorophenyl)-1H-benzimidazole-1-carboxylate

HRID 77068

反応式

HRID 77068 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:17])=[C:6]([C:8]2[NH:12][C:11]3[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=3[N:9]=2)[CH:7]=1.[OH-].[Na+].[O:20](C(OC(C)(C)C)=O)[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=O>C1COCC1>[C:24]([O:23][C:21]([N:12]1[C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[N:9]=[C:8]1[C:6]1[CH:7]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=1[Cl:17])=[O:20])([CH3:27])([CH3:26])[CH3:25]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 90495Di-tert-butyl dicarbonateHCID 433790662-(5-Bromo-2-chlorophenyl)-1H-benzo[d]imidazole

生成物 1

HCID 66977869Tert-butyl 2-(5-bromo-2-chlorophenyl)-1H-benzimidazole-1-carboxylate収率 97.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Method 2—Step b—Into a three necked round bottomed flask equipped with a magnetic stirrer, 2-(5-bromo-2-chlorophenyl)-1H-benzimidazole (30.7 g, 99.8 mmol) was suspended in THF(1 L). 50% NaOH (72.0 g, 598 mmol) was then added. The suspension was left at r.t. for 1 h under stirring. (BOC)2O (37.0 g, 169.7 mmol) was dissolved in THF (200 mL) and added to the reaction mixture. The reaction was left under stirring overnight. The solvent was evaporated under reduced pressure. The obtained residue was diluted with water (500 mL) filtered and dried under vacuum (60° C.), to give 39.8 g of a brown solid. (98%).

後処理

  1. customMethod 2—Step b—Into a three necked round bottomed flask equipped with a magnetic stirrer
  2. additionadded to the reaction mixture
  3. waitThe reaction was left
  4. stirringunder stirring overnight
  5. customThe solvent was evaporated under reduced pressure
  6. additionThe obtained residue was diluted with water (500 mL)
  7. filtrationfiltered
  8. customdried under vacuum (60° C.)

出典と根拠

ORDレコード
ord-82df256a86b24fc29597689e2ee1f8a8
出典データセット
uspto-grants-2014_09
特許番号
US08835648B2

関連ノート

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