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Boron tribromide → 5-Hydroxybenzofuran-2-carboxylic acid

HRID 1947466
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HRID 1947466 반응식
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:11]([OH:13])=[O:12])=[CH:8][C:7]=2[CH:14]=1.B(Br)(Br)Br.[NH4+].[Cl-]>C(Cl)Cl>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:11]([OH:13])=[O:12])=[CH:8][C:7]=2[CH:14]=1
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참가 물질

5

반응물 3

HCID 25134Boron tribromideHCID 25517Ammonium ChlorideHCID 2886385-Methoxybenzofuran-2-carboxylic acid

생성물 1

HCID 122089725-Hydroxybenzofuran-2-carboxylic acid수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a cooled (−78° C.) solution of 5-methoxy-benzofuran-2-carboxylic acid (5.0 g, 26.0 mmol) in DCM (100 mL) was added BBr3 (7.4 mL, 19.5 g, 78.0 mmol) and the reaction mixture was stirred (2 h). The reaction mixture was warmed (rt) and subsequently cooled (0° C.) and treated with saturated NH4Cl (100 mL). The resultant biphasic mixture was partitioned and the aqueous layer was extracted with EtOAc (3×100 mL), dried, filtered and concentrated in vacuo to afford the title compound (4.6 g, 100%).

후처리

  1. temperaturesubsequently cooled (0° C.)
  2. customThe resultant biphasic mixture was partitioned
  3. extractionthe aqueous layer was extracted with EtOAc (3×100 mL)
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-d948c84e079a41c683802ec4cebab464
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08399465B2

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