Sodium Hydroxide → 2-chloro-1-(2-ethoxyethyl)-1H-benzimidazole

HRID 637012

반응식

HRID 637012 반응식
O[C:2]1[N:6]([CH2:7][CH2:8][O:9][CH2:10][CH3:11])[C:5]2[CH:12]=[CH:13][CH:14]=[CH:15][C:4]=2[N:3]=1.P(Cl)(Cl)([Cl:18])=O.[OH-].[Na+]>C(OCC)(=O)C>[Cl:18][C:2]1[N:6]([CH2:7][CH2:8][O:9][CH2:10][CH3:11])[C:5]2[CH:12]=[CH:13][CH:14]=[CH:15][C:4]=2[N:3]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 178467919HCID 178467919, 화합물

생성물 1

HCID 104893562-chloro-1-(2-ethoxyethyl)-1H-benzimidazole

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Combine 2-hydroxy-1-(2-ethoxyethyl)-1H-benzimidazole (36.4 g, 177 mmol) and phosphorous oxychloride (72 mL) and reflux. After 30 minutes, cool to ambient temperature and pour the reaction mixture onto crushed ice. Adjust the pH to about 9 using aqueous 50% sodium hydroxide solution. Extract three times with ethyl acetate. Combine the organic layers and extract with brine. Dry the organic layer over Na2SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with ethyl acetate to give the 2-chloro-1-(2-ethoxyethyl)-1H-benzimidazole.

후처리

  1. additionpour the reaction mixture
  2. customonto crushed ice
  3. extractionExtract three times with ethyl acetate
  4. extractionextract with brine
  5. dry with materialDry the organic layer over Na2SO4
  6. filtrationfilter
  7. customevaporate in vacuo
  8. customto give a residue

출처 및 근거

ORD 기록
ord-4279d9d45fbb421cb9d1380d5a43d787
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06194406B1

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