6-tert-Butyl-m-cresol → 4-Bromo-2-(tert-butyl)-5-methylphenol

HRID 356494

反応式

HRID 356494 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:6]=1[OH:12])([CH3:4])([CH3:3])[CH3:2].[Br:13]Br>C(Cl)(Cl)(Cl)Cl.O>[Br:13][C:9]1[C:8]([CH3:11])=[CH:7][C:6]([OH:12])=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:10]=1

参加物

5

反応物 2

HCID 69376-tert-Butyl-m-cresolHCID 24408Bromine

生成物 1

HCID 187986984-Bromo-2-(tert-butyl)-5-methylphenol

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 5943Carbon Tetrachloride溶媒2 回

実験手順

To a solution of 2-t-butyl-5-methylphenol (24.6 g, 150 mmol) in CCl4 (100 mL) at 0° C. was added a solution of bromine (7.7 mL, 150 mmol) in CCl4 (100 mL) over a 4 hour period. The mixture was stirred at room temperature for 30 minutes and then diluted with H2O. The organic phase was separated, washed with saturated sodium bisulfite and brine, and dried (MgSO4). Concentration gave a residue which was chromatographed on silica gel, eluting with 6:1 hexanes:EtOAc, to give the title compound. 1H NMR (CDCl3) δ 1.34 (s, 9 H), 2.24 (s, 3 H), 5.20 (s, 1 H), 6.54 (s, 1 H), 7.32 (s, 1 H).

後処理

  1. customThe organic phase was separated
  2. washwashed with saturated sodium bisulfite and brine
  3. dry with materialdried (MgSO4)
  4. concentrationConcentration
  5. customgave a residue which
  6. customwas chromatographed on silica gel
  7. washeluting with 6:1 hexanes

出典と根拠

ORDレコード
ord-0b42dd08fdf543ffa1e05d7ced798778
出典データセット
uspto-grants-1998_11
特許番号
US05834506

関連ノート

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