2,6-Di-tert-butylphenol → 4-Bromo-2,6-di-tert-butylphenol

HRID 399326

反応式

HRID 399326 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2].[Br:16]Cl>C(Cl)CCl.CCOCC>[Br:16][C:9]1[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]([OH:15])=[C:7]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=1

参加物

5

反応物 2

HCID 314052,6-Di-tert-butylphenolHCID 61697BROMINE CHLORIDE (BrCl)

生成物 1

HCID 708294-Bromo-2,6-di-tert-butylphenol収率 92%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 2,6-di-tert-butylphenol (2.06 g, 10 mmol) in EDC (50 mL) in a 200-mL round bottom flask, was added the stabilized BrCl brominating reagent (12 mL, about 11 mmol) dropwise, with stirring at room temperature. Initially, the orange reddish color of the reagent disappeared quickly. The color from the last 1 mL persisted for several minutes. The reaction mixture was allowed to stand for 30 minutes before being quenched with a few drops of sodium sulfite solution. After phase separation, it was diluted with EDC (50 mL), washed with water (100 mL) and dried (Na2SO4). The organic layer was concentrated under reduced pressure to afford a glue-like material. The material was redissolved in ether (10 mL) and after solvent removal, a crystalline solid 4-bromo-2,6-di-tert-butylphenol product (2.63 g, 92% recovered yield) was obtained in high purity (>98% by GC).

後処理

  1. waitThe color from the last 1 mL persisted for several minutes
  2. custombefore being quenched with a few drops of sodium sulfite solution
  3. customAfter phase separation, it
  4. additionwas diluted with EDC (50 mL)
  5. washwashed with water (100 mL)
  6. dry with materialdried (Na2SO4)
  7. concentrationThe organic layer was concentrated under reduced pressure
  8. customto afford a glue-like material
  9. customafter solvent removal

出典と根拠

ORDレコード
ord-f83b1b5df26c4f0489d308504a235b0f
出典データセット
uspto-grants-1998_10
特許番号
US05817888

関連ノート

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