Acetonitrile → 1-((2-Ethylhexyl)oxy)-4-methoxybenzene

HRID 1766961ノート

反応式

HRID 1766961 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].C(#N)C.[CH2:19]([CH:21]([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:22]Br)[CH3:20]>O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH2:22][CH:21]([CH2:19][CH3:20])[CH2:24][CH2:25][CH2:26][CH3:27])=[CH:5][CH:4]=1

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 90154-MethoxyphenolHCID 11430Potassium CarbonateHCID 868042-Ethylhexyl bromide

生成物 1

HCID 33410051-((2-Ethylhexyl)oxy)-4-methoxybenzene収率 80.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 4-methoxyphenol (100.0 g, 0.8 mol), dry potassium carbonate (166.7 g, 1.2 mol), acetonitrile (800 mL), and 2-ethylhexyl bromide (173.8 g, 0.9 mol) was stirred mechanically and heated at reflux for 4 days. After cooling, the mixture was diluted with water (1.5 L), and then the organic phase was separated. The aqueous layer was extracted with hexane, and the combined organic layers were washed two times with 1.0 M NaOH and water. After drying over MgSO4, the solvent was removed under reduced pressure to give an orange oil. The crude product was distilled under reduced pressure to give 152 g (80%) of a clear oil. (bp 135–138° C. at 0.4 mmHg).

後処理

  1. temperatureheated
  2. temperatureat reflux for 4 days
  3. temperatureAfter cooling
  4. customthe organic phase was separated
  5. extractionThe aqueous layer was extracted with hexane
  6. washthe combined organic layers were washed two times with 1.0 M NaOH and water
  7. dry with materialAfter drying over MgSO4
  8. customthe solvent was removed under reduced pressure
  9. customto give an orange oil
  10. distillationThe crude product was distilled under reduced pressure

出典と根拠

ORDレコード
ord-eb064bb987c54f768a5368037c3e75f3
出典データセット
uspto-grants-2007_06
特許番号
US07232650B2

反応ノート

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