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Boron tribromide → 4,4-dimethyl-3,4-dihydro-2H-1-benzopyran-7-ol

HRID 1350877
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인쇄 미리보기

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HRID 1350877 반응식
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([CH3:14])([CH3:13])[CH2:8][CH2:9][O:10]2)=[CH:5][CH:4]=1.B(Br)(Br)Br>C(Cl)Cl>[CH3:13][C:7]1([CH3:14])[C:6]2[C:11](=[CH:12][C:3]([OH:2])=[CH:4][CH:5]=2)[O:10][CH2:9][CH2:8]1
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 210975127-Methoxy-4,4-dimethylchromane

생성물 1

HCID 157297964,4-dimethyl-3,4-dihydro-2H-1-benzopyran-7-ol수율 75.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

To a methylene chloride (3 ml) solution of 7-methoxy-4,4-dimethylchromane (1.9 g, 9.7 mmol) was added methylene chloride solution of boron tribromide (1M, 19.4 mL, 19.4 mmol) at 0° C. The mixture was stirred at 0° C. for 1 hour. The reaction mixture was then quenched with methanol and then the solvent was removed under reduced pressure to give a residue, which was applied to a silica gel chromatography column and eluted with ethyl acetate/hexane=¼ to furnish 1.3 g (75% yield) of the title compound as a yellow solid.

후처리

  1. customThe reaction mixture was then quenched with methanol
  2. customthe solvent was removed under reduced pressure
  3. customto give a residue, which
  4. washeluted with ethyl acetate/hexane=¼

출처 및 근거

ORD 기록
ord-433f15aaf7e7459a8815c7923acecc1c
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07214824B2

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