Sodium Hydroxide → 3-bromophenyl(5,6-difluoro-1H-benzimidazol-2-yl)methanol

HRID 572885ノート

反応式

HRID 572885 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:12])[C:9](O)=O)[CH:5]=[CH:6][CH:7]=1.[F:13][C:14]1[C:19]([F:20])=[CH:18][C:17]([NH2:21])=[C:16]([NH2:22])[CH:15]=1.[OH-].[Na+]>>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([C:9]2[NH:21][C:17]3[CH:18]=[C:19]([F:20])[C:14]([F:13])=[CH:15][C:16]=3[N:22]=2)[OH:12])[CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 3

HCID 14798Sodium HydroxideHCID 27367551,2-Diamino-4,5-difluorobenzeneHCID 27570282-(3-Bromophenyl)-2-hydroxyacetic acid

生成物 1

HCID 668357463-bromophenyl(5,6-difluoro-1H-benzimidazol-2-yl)methanol

実験手順

A mixture of (3-bromophenyl)hydroxyacetic acid (809 mg) and 4,5-difluoro-ortho-phenylenediamine (500 mg) in 5N aqueous hydrochloric solution (2 mL) is heated under reflux for 15 h and cooled back to room temperature. The mixture is basified with concentrated sodium hydroxide and extracted with ethyl acetate. The organic phase is then dried over magnesium sulfate and concentrated under reduced pressure. The residue is purified by trituration in dichloromethane to afford the pure 3-bromophenyl(5,6-difluoro-1H-benzimidazol-2-yl)methanol.

後処理

  1. temperatureis heated
  2. temperatureunder reflux for 15 h
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic phase is then dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue is purified by trituration in dichloromethane

出典と根拠

ORDレコード
ord-697fe51aa7314b00ac31c501d4258ef9
出典データセット
uspto-grants-2015_05
特許番号
US09029357B2

反応ノート

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