1-Bromo-2-methylpropane → 1-Bromo-4-(2-methylpropoxy)benzene

HRID 873644노트

반응식

HRID 873644 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:15](Br)[CH:16]([CH3:18])[CH3:17]>CC(C)=O.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:15][CH:16]([CH3:18])[CH3:17])=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 65551-Bromo-2-methylpropaneHCID 78084-BromophenolHCID 11430Potassium Carbonate

생성물 1

HCID 153241111-Bromo-4-(2-methylpropoxy)benzene수율 60.2%

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

실험 절차

4-Bromo-phenol (2 g, 11.6 mmol) is dissolved in acetone (40 mL). Potassium carbonate (8 g, 38.4 mmol) is then added followed by isobutyl bromide (4 g, 29.2 mmol). The reaction is heated to reflux for four days, refilling solvent as necessary. The reaction mixture is diluted with water and extracted with ether, the organic layer is separated and concentrated in vacuo. The residue is dissolved in hexane dried with magnesium sulfate, and filtered through a plug of silica gel. The solvent is removed in vacuo to afford 1.6 g (60% yield) of the title compound as a colorless non-viscous oil. 1H NMR (CDCl3) 1.01 (d, 6H, J=6.56 Hz), 2.05-2.08 (m, 1H), 3.67 (d, 2H, J=6.57 Hz), 6.77 (d, 2H, J=9.09 Hz), 7.36 (d, 2H, J=9.09 Hz).

후처리

  1. temperatureThe reaction is heated
  2. temperatureto reflux for four days
  3. extractionextracted with ether
  4. customthe organic layer is separated
  5. concentrationconcentrated in vacuo
  6. dissolutionThe residue is dissolved in hexane
  7. dry with materialdried with magnesium sulfate
  8. filtrationfiltered through a plug of silica gel
  9. customThe solvent is removed in vacuo

출처 및 근거

ORD 기록
ord-b696f2a96eec4de6a12bed9687d8419d
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975439B2

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