Sodium Iodide → 4-Bromo-2-methyl-1-(2-propoxyethoxy)benzene

HRID 1978633

반응식

HRID 1978633 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH3:9])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].Cl[CH2:19][CH2:20][O:21][CH2:22][CH2:23][CH3:24]>CN(C=O)C.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:19][CH2:20][O:21][CH2:22][CH2:23][CH3:24])=[C:4]([CH3:9])[CH:3]=1

참가 물질

7

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 168964-Bromo-2-methylphenolHCID 1235061-(2-Chloroethoxy)propane

생성물 1

HCID 219957224-Bromo-2-methyl-1-(2-propoxyethoxy)benzene

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

To a solution of 4-bromo-2-methylphenol (10.46 g) in DMF (10 ml) were added at room temperature potassium carbonate (11.5 g), sodium iodide (9.97 g) and 2-chloroethylpropylether (5.6 ml), and the mixture was stirred at 90° C. for 7 days. To the mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, 1N sodium hydroxide solution and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate/hexane=1:9) to give pale yellow oil of 4-bromo-2-methyl-1-(2-propoxyethoxy)benzene (11.7 g).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water, 1N sodium hydroxide solution and saturated brine
  3. dry with materialdried with magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified with silica gel column chromatography (ethyl acetate/hexane=1:9)

출처 및 근거

ORD 기록
ord-83f2cc12a1c74876b2daf50e74f3f241
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06235771B1

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