Water → 1-Bromo-4-(2-butoxyethoxy)benzene

HRID 1978693ノート

反応式

HRID 1978693 の反応式
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][OH:9])=[CH:4][CH:3]=1.[H-].[Na+].I[CH2:15][CH2:16][CH2:17][CH3:18].O>CN(C=O)C>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][O:9][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 10962Butyl iodideHCID 24758Sodium hydrideHCID 991682-(p-Bromophenoxy)ethanol

生成物 1

HCID 111848761-Bromo-4-(2-butoxyethoxy)benzene収率 63.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In DMF (150 ml) was dissolved 2-(4-bromophenoxy)-1-ethanol (15.7 g). To the mixture was added under ice-cooling 65% sodium hydride (4.3 g),and the mixture was stirred at room temperature for 2 hours. To the mixture was added dropwise iodobutane (17.3 g), and the mixture was stirred for 2 hours. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column chromatography (hexane/ethyl acetate=4/1) to give 1-bromo-4-(2-butoxyethoxy)benzene (12.6 g).

後処理

  1. additionTo the mixture was added under ice-
  2. stirringthe mixture was stirred for 2 hours
  3. extractionthe mixture was extracted with ethyl acetate
  4. washwashed with saturated brine
  5. dry with materialdried with magnesium sulfate
  6. customUnder reduced pressure, the solvent was evaporated
  7. customthe residue was purified with silica gel column chromatography (hexane/ethyl acetate=4/1)

出典と根拠

ORDレコード
ord-68b1e8a2020c4591abbcbbc54a8c7028
出典データセット
uspto-grants-2001_05
特許番号
US06235771B1

反応ノート

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