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Boron tribromide → (3,4-Dichlorophenyl)(4-hydroxyphenyl)methanone

HRID 1857192
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HRID 1857192 반응식
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=2)=[O:10])=[CH:5][CH:4]=1.B(Br)(Br)Br>ClCCl>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=2)=[O:10])=[CH:7][CH:8]=1
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 27581233,4-Dichloro-4'-methoxybenzophenone

생성물 1

HCID 12299673(3,4-Dichlorophenyl)(4-hydroxyphenyl)methanone수율 77.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

3,4-Dichlorophenyl 4-methoxyphenyl ketone (235 mg) obtained in Example 120 was dissolved in dichloromethane (2 ml), a solution of 1.0 M boron tribromide in dichloromethane (7 ml) was added while cooled in ice, and the admixture was stirred at room temperature for two days. The reaction mixture was then poured into ice water and partitioned between water and chloroform. The chloroform layer was dried with anhydrous magnesium sulfate. After removing the solvent by reduced-pressure distillation, the resulting residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate to obtain 173 mg of the title compound (yield: 77%).

후처리

  1. temperaturewhile cooled in ice
  2. custompartitioned between water and chloroform
  3. dry with materialThe chloroform layer was dried with anhydrous magnesium sulfate
  4. customAfter removing the solvent
  5. distillationby reduced-pressure distillation
  6. customthe resulting residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-7564e04b974649f3ae75ebd7718eaa92
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06143764

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