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

HRID 1978631

反応式

HRID 1978631 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([O:9][CH2:10][CH3:11])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].Cl[CH2:21][CH2:22][O:23][CH2:24][CH2:25][CH3:26]>CN(C=O)C.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:21][CH2:22][O:23][CH2:24][CH2:25][CH3:26])=[C:4]([O:9][CH2:10][CH3:11])[CH:3]=1

参加物

7

反応物 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 1235061-(2-Chloroethoxy)propaneHCID 218775414-Bromo-2-ethoxyphenol

生成物 1

HCID 219957524-Bromo-2-ethoxy-1-(2-propoxyethoxy)benzene

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

To a solution of 4-bromo-2-ethoxyphenol (8.0 g) in DMF (50 ml) were added at room temperature potassium carbonate (7.65 g), sodium iodide (6.64 g) and 2-chloroethylpropylether (5.6 ml), and the mixture was stirred at 90° C. for 24 hours. 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=1:4) to give yellow oil of 4-bromo-2-ethoxy-1-(2-propoxyethoxy)benzene (10.33 g).

後処理

  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=1:4)

出典と根拠

ORDレコード
ord-1fee594bbf004a70a6236c68f3c76724
出典データセット
uspto-grants-2001_05
特許番号
US06235771B1

関連ノート

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