Bromine → 4-Bromo-2-fluoro-5-methylphenol

HRID 529413노트

반응식

HRID 529413 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[OH:9].[Br:10]Br>C(O)(=O)C>[Br:10][C:6]1[C:5]([CH3:8])=[CH:4][C:3]([OH:9])=[C:2]([F:1])[CH:7]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 182387Phenol, 2-fluoro-5-methyl-

생성물 1

HCID 108997434-Bromo-2-fluoro-5-methylphenol수율 98%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

2-fluoro-5-methylphenol (23.8 g, 0.19 mol) and bromine (9.7 ml, 0.19 mol) are combined in 50 ml of glacial acetic acid and stirred at RT for one hour. Acetic acid was removed under vacuum. The liquid was diluted with ethyl acetate and washed with water. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated to afford 4-bromo-2-fluoro-5-methylphenol (38 g, 98% yield) as a colorless liquid. No [M+H] peak by LCMS. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.98 (s, 1 H) 2.22 (s, 3 H) 6.81 (dd, J=9.15, 0.54 Hz, 1 H) 7.17 (d, J=9.88 Hz, 1 H)

후처리

  1. customAcetic acid was removed under vacuum
  2. additionThe liquid was diluted with ethyl acetate
  3. washwashed with water
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a4a633c0697c46dcbd7b40cb51905e59
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346827B2

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