Boron tribromide → 5-Hydroxybenzofuran-2-carboxylic acid

HRID 1779452노트

반응식

HRID 1779452 반응식
C([C:3]1[C:7]2[CH:8]=[C:9]([O:12]C)[CH:10]=[CH:11][C:6]=2[O:5][C:4]=1[C:14]([OH:16])=[O:15])C.B(Br)(Br)Br>ClCCl>[OH:12][C:9]1[CH:10]=[CH:11][C:6]2[O:5][C:4]([C:14]([OH:16])=[O:15])=[CH:3][C:7]=2[CH:8]=1

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 19079540Ethyl 5-methoxybenzofuran-2-carboxylic acid

생성물 1

HCID 122089725-Hydroxybenzofuran-2-carboxylic acid수율 86.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of ethyl 5-methoxybenzofuran-2-carboxylic acid (5.0 g, 26 mmol) in dichloromethane (CH2Cl2) (100 ml) at 0° C. was added boron tribromide (8.6 mL, 91 mmol) and the resulting dark solution was allowed to stir at room temperature for 2 hours. The reaction solution was poured over ice, stirred for 30 minutes and extracted with ethyl acetate (EtOAc). The organic phase was washed with water, saturated aqueous brine, dried over sodium sulfate, (Na2SO4), and concentrated in vacuo to afford 5-hydroxybenzofuran-2-carboxylic acid (4.0 g; m.p. 223°-228° C.).

후처리

  1. additionThe reaction solution was poured over ice
  2. stirringstirred for 30 minutes
  3. extractionextracted with ethyl acetate (EtOAc)
  4. washThe organic phase was washed with water, saturated aqueous brine
  5. dry with materialdried over sodium sulfate, (Na2SO4),
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-15bb384db49a49fa82fffd4488bf3d49
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05627200

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