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

HRID 356494

반응식

HRID 356494 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 5943Carbon Tetrachloride용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0b42dd08fdf543ffa1e05d7ced798778
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05834506

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