Boron tribromide → 5-Hydroxybenzofuran-2-carboxylic acid

HRID 1779452ノート

反応式

HRID 1779452 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 122089725-Hydroxybenzofuran-2-carboxylic acid収率 86.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-15bb384db49a49fa82fffd4488bf3d49
出典データセット
uspto-grants-1997_05
特許番号
US05627200

反応ノート

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