Boron tribromide → 4H-1-Benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-7-hydroxy-

HRID 1357062노트

반응식

HRID 1357062 반응식
C[O:2][C:3]1[CH:8]=[C:7]([O:9]C)[CH:6]=[CH:5][C:4]=1[C:11]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][C:16]([O:22]C)=[CH:17][CH:18]=2)[O:13][CH:12]=1.B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:8]=[C:7]([OH:9])[CH:6]=[CH:5][C:4]=1[C:11]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][C:16]([OH:22])=[CH:17][CH:18]=2)[O:13][CH:12]=1

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 140183653-(2,4-Dimethoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one

생성물 1

HCID 52805204H-1-Benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-7-hydroxy-수율 57.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

At 0° C., a solution of 14 (1.0 g, 3.2 mmol) in CH2Cl2 was treated with BBr3 (16 mL, 16 mmol, 1 M in CH2Cl2) and the reaction mixture was allowed to stir at rt for 18 h. The reaction was quenched slowly with MeOH, concentrated and taken up in EtOAc. The EtOAc layer was washed with 2N HCl aq. And the EtOAc was dried over MgSO4, filtered, concentrated and chromatographed on silica gel (EtOAC/hexanes; 1:1) to yield 15 as a white solid (0.5 g).

후처리

  1. customThe reaction was quenched slowly with MeOH
  2. concentrationconcentrated
  3. washThe EtOAc layer was washed with 2N HCl aq.
  4. dry with materialthe EtOAc was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customchromatographed on silica gel (EtOAC/hexanes; 1:1)

출처 및 근거

ORD 기록
ord-e58ff85d164f434ab31246de31256286
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06589980B2

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