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Boron tribromide → Benzofuran-5-ol

HRID 217205
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인쇄 미리보기

반응식

HRID 217205 반응식
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
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 259435-Methoxybenzofuran

생성물 1

HCID 11651159Benzofuran-5-ol

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8d01c41013aa492d9175449692a5baf0
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08193363B2

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