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

HRID 335695ノート

反応式

HRID 335695 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 108997434-Bromo-2-fluoro-5-methylphenol収率 98%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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) 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)

後処理

  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

出典と根拠

ORDレコード
ord-b9c1f2dd98a84e87aa0eb90b69cfc768
出典データセット
uspto-grants-2014_11
特許番号
US08883782B2

反応ノート

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