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

HRID 77068

반응식

HRID 77068 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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%).

후처리

  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.)

출처 및 근거

ORD 기록
ord-82df256a86b24fc29597689e2ee1f8a8
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835648B2

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