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4-Methoxyphenol → 1-(3,7-Dimethyloctoxy)-4-methoxybenzene

HRID 988940
ノート
印刷プレビュー

反応式

HRID 988940 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[CH3:10][CH:11]([CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])[CH2:12][CH2:13]Cl.[OH-].[K+]>C(O)C.[I-].[Na+]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH2:13][CH2:12][CH:11]([CH3:10])[CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[CH:5][CH:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 90154-MethoxyphenolHCID 14797Potassium HydroxideHCID 2273601-Chloro-3,7-dimethyloctane

生成物 1

HCID 51535911-(3,7-Dimethyloctoxy)-4-methoxybenzene収率 95.3%

試薬・触媒・溶媒 2

HCID 5238Sodium Iodide触媒HCID 702Ethanol溶媒

実験手順

184.4 g (1.48 mol) of p-methoxyphenol, 275.9 g (1.56 mol, 1.05 eq) of 3,7-dimethyl-1-octyl chloride, 106.9 g of KOH (85% strength, 1.62 mol, 1.09 eq) and 15.04 g of sodium iodide were dissolved in 620 ml of dry ethanol in a 2 l four-necked round-bottomed flask fitted with dropping funnel, high-efficiency condenser, gas outlet and magnetic stirrer bar, and heated at the boil for 64 hours with magnetic stirring. The mixture was cooled to room temperature, and the reaction solution was decanted off from the solid formed. The reaction solution was evaporated in a rotary evaporator. The solid was taken up in 400 ml of 10% strength aqueous NaOH solution. This solution was extracted twice with 400 ml of toluene each time. The organic phases were combined, washed with 100 ml of 10% strength aqueous NaOH solution and dried using Na2SO4. The solvent was distilled off under reduced pressure in a rotary evaporator. The residue was distilled under reduced pressure (1 mbar, head temperature: 159-162° C.), giving 372.4 g (1.41 mol, 95%) of 1-methoxy-4-(3,7-dimethyloctyloxy)benzene as a colorless oil.

後処理

  1. customfitted
  2. temperatureheated at the boil for 64 hours with magnetic stirring
  3. customthe reaction solution was decanted off from the solid
  4. customformed
  5. customThe reaction solution was evaporated in a rotary evaporator
  6. extractionThis solution was extracted twice with 400 ml of toluene each time
  7. washwashed with 100 ml of 10% strength aqueous NaOH solution
  8. customdried
  9. distillationThe solvent was distilled off under reduced pressure in a rotary evaporator
  10. distillationThe residue was distilled under reduced pressure (1 mbar, head temperature: 159-162° C.)

出典と根拠

ORDレコード
ord-bd1e80158c0b4995ab7ce813b3cc2e91
出典データセット
uspto-grants-2003_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06638646B2

反応ノート

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