Hydroquinone → Benzaldehyde, 4,4'-[1,4-phenylenebis(oxy)]bis-

HRID 344841ノート

反応式

HRID 344841 の反応式
[C:1](=[O:4])([O-])[O-].[K+].[K+].[C:7]1([CH:14]=[CH:13][C:11]([OH:12])=[CH:10][CH:9]=1)[OH:8].F[C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1>CC(N(C)C)=O>[C:11]1([O:12][C:7]2[CH:14]=[CH:13][C:11]([CH:1]=[O:4])=[CH:10][CH:9]=2)[CH:13]=[CH:14][C:7]([O:8][C:16]2[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=2)=[CH:9][CH:10]=1

参加物

5

反応物 3

HCID 785HydroquinoneHCID 11430Potassium CarbonateHCID 680234-Fluorobenzaldehyde

生成物 1

HCID 3813603Benzaldehyde, 4,4'-[1,4-phenylenebis(oxy)]bis-収率 131.9%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

There was added 41.5 grams (0.30 mole) of anhydrous potassium carbonate to a solution of 11 grams (0.10 mole) of hydroquinone, 24.8 grams (0.20 mole) of 4-fluorobenzaldehyde and 200 ml of dimethylacetamide. The resulting solution was heated at reflux for 12 hours. The reaction mixture was then decanted from the insoluble potassium salts and allowed to cool. The cooled solution was added to water to effect precipitation of product which was isolated by filtration. The product was recrystallized from isopropanol/water to yield 21 grams (66%) of 4,4'[1,4-phenylenebis(oxy)]bisbenzaldehyde having a melting point of 157°-158° C. The identity of the product was further confirmed by proton NMR.

後処理

  1. temperatureThe resulting solution was heated
  2. temperatureat reflux for 12 hours
  3. customThe reaction mixture was then decanted from the insoluble potassium salts
  4. temperatureto cool
  5. additionThe cooled solution was added to water
  6. customprecipitation of product which
  7. customwas isolated by filtration
  8. customThe product was recrystallized from isopropanol/water

出典と根拠

ORDレコード
ord-0aa88835f9844321a58bce47ef74f568
出典データセット
uspto-grants-1991_10
特許番号
US05053555

反応ノート

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