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

HRID 399326

반응식

HRID 399326 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 708294-Bromo-2,6-di-tert-butylphenol수율 92%

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 3283Diethyl Ether용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f83b1b5df26c4f0489d308504a235b0f
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05817888

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