Water → 2-Bromo-5-hydroxybenzoic acid

HRID 2255889ノート

反応式

HRID 2255889 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][C:8]([O:11]C)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].B(Br)(Br)Br.O>C(Cl)Cl>[Br:1][C:2]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

参加物

5

反応物 3

HCID 962WaterHCID 25134Boron tribromide2 回HCID 899062-Bromo-5-methoxybenzoic acid

生成物 1

HCID 122494352-Bromo-5-hydroxybenzoic acid

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-60 °C

実験手順

A mixture of 2-bromo-5-methoxybenzoic acid (10 g, 0.043 mol) in methylene chloride is cooled to -60° C., treated with boron tribromide (3.59 g, 0.143 mol), stirred at -60° C. for 1 hour, stirred at room temperature for 1 hour, cooled to -70° C., treated with additional boron tribromide (3.59 g, 0.143 mol), stirred at -70° C. for 1 hour, stirred at room temperature for 1 hour and poured into water. The aqueous mixture is extracted with ethyl acetate. The organic extracts are combined, washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title product as a white solid which is identified by 1H and 13CNMR spectral analyses.

後処理

  1. stirringstirred at room temperature for 1 hour
  2. temperaturecooled to -70° C.
  3. stirringstirred at -70° C. for 1 hour
  4. stirringstirred at room temperature for 1 hour
  5. extractionThe aqueous mixture is extracted with ethyl acetate
  6. washwashed with brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-2726bc7ace624f1ba7915be10bcba01f
出典データセット
uspto-grants-1997_08
特許番号
US05654256

反応ノート

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