Boron tribromide → (2-Bromo-4-hydroxyphenyl)acetic acid

HRID 1026238노트

반응식

HRID 1026238 반응식
BrB(Br)Br.[Br:5][C:6]1[CH:11]=[C:10]([O:12]C)[CH:9]=[CH:8][C:7]=1[CH2:14][C:15]([OH:17])=[O:16]>ClCCl>[Br:5][C:6]1[CH:11]=[C:10]([OH:12])[CH:9]=[CH:8][C:7]=1[CH2:14][C:15]([OH:17])=[O:16]

참가 물질

4

반응물 2

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

생성물 1

HCID 24721648(2-Bromo-4-hydroxyphenyl)acetic acid수율 72.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A dichloromethane solution (1.0 M, 150 mL) of tribromoborane was added dropwise to a solution of (2-bromo-4-methoxyphenyl)acetic acid (15.0 g) in dichloromethane (160 mL) at room temperature, and the reaction mixture was refluxed for 3 hr, allowed to cool to room temperature, and poured into ice water. The mixture was extracted with ethyl acetate, and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained yellow solid was collected by filtration and washed with hexane-diethyl ether to give the title compound (10.3 g).

후처리

  1. temperaturethe reaction mixture was refluxed for 3 hr
  2. extractionThe mixture was extracted with ethyl acetate
  3. customthe organic layer was separated
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. filtrationThe obtained yellow solid was collected by filtration
  7. washwashed with hexane-diethyl ether

출처 및 근거

ORD 기록
ord-3f38e7a0d6fe492bac206d1f261e2f0d
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729102B2

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