Water → 2-Bromo-5-hydroxybenzoic acid

HRID 963625노트

반응식

HRID 963625 반응식
[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]

참가 물질

5

반응물 3

HCID 962WaterHCID 25134Boron tribromide2회HCID 899062-Bromo-5-methoxybenzoic acid

생성물 1

HCID 122494352-Bromo-5-hydroxybenzoic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-df71e8ecff0743169c9eddf75b4e0b97
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05763605

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