Water → (2-Bromo-4-hydroxyphenyl)acetic acid

HRID 1026350노트

반응식

HRID 1026350 반응식
[Br:1][C:2]1[CH:7]=[C:6]([O:8]C)[CH:5]=[CH:4][C:3]=1[CH2:10][C:11]([OH:13])=[O:12].BrB(Br)Br.O>ClCCl>[Br:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[CH2:10][C:11]([OH:13])=[O:12]

참가 물질

5

반응물 3

HCID 962WaterHCID 25134Boron tribromideHCID 39636682-Bromo-4-methoxyphenylacetic acid

생성물 1

HCID 24721648(2-Bromo-4-hydroxyphenyl)acetic acid수율 97.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (2-bromo-4-methoxyphenyl)acetic acid (0.49 g) in dichloromethane (5 mL) was added a solution of tribromoborane (5 mL) dropwise at room temperature. The mixture was refluxed for 3 hr. After cooling to room temperature, the mixture was poured into iced water. The organic layer was separated, and the water layer was extracted by ethyl acetate (30 mL×3). The combined organic layer was dried over anhydrous sodium sulfate, filtered and evaporated to dryness. The residue was washed with ether to give the title compound (0.45 g).

후처리

  1. temperatureThe mixture was refluxed for 3 hr
  2. customThe organic layer was separated
  3. extractionthe water layer was extracted by ethyl acetate (30 mL×3)
  4. dry with materialThe combined organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. washThe residue was washed with ether

출처 및 근거

ORD 기록
ord-7ca949c592364508b5e8353ff6acfa05
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729102B2

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