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Boron tribromide → Benzofuran-5-ol

HRID 243572
ノート
印刷プレビュー

反応式

HRID 243572 の反応式
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][CH:9]=[CH:8][C:7]=2[CH:11]=1.B(Br)(Br)Br>ClCCl>[O:10]1[C:6]2[CH:5]=[CH:4][C:3]([OH:2])=[CH:11][C:7]=2[CH:8]=[CH:9]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 259435-Methoxybenzofuran

生成物 1

HCID 11651159Benzofuran-5-ol

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of 5-methoxybenzofuran (1) (0.50 g, 3.38 mmol) in dichloromethane (15 mL), boron tribromide (16.87 mL, 16.87 mmol, 1M solution in dichloromethane) was added slowly at 0° C. The reaction mixture was warmed to room temperature and stirred for 4 hours. The reaction mixture was then cooled to 0° C., quenched with aqueous saturated NaHCO3 solution and extracted with dichloromethane (3×50 mL). The combined organic extracts were washed with brine (25 mL), dried over Na2SO4, and concentrated under reduced pressure to give compound (2) as an off white solid (300 mg) which was used in the next step without further purification.

後処理

  1. temperatureThe reaction mixture was then cooled to 0° C.
  2. customquenched with aqueous saturated NaHCO3 solution
  3. extractionextracted with dichloromethane (3×50 mL)
  4. washThe combined organic extracts were washed with brine (25 mL)
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-115a20a6d6054969b12c3810ee266b98
出典データセット
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08653274B2

反応ノート

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