Ethanol → 4-(4-Methoxybenzyl)benzoic acid

HRID 262196

Reaktionsgleichung

Reaktionsgleichung von HRID 262196
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]([CH2:7][C:8]2[CH:18]=[CH:17][C:11]([C:12]([O:14]CC)=[O:13])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.[OH-].[Na+].C(O)C>O>[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]([CH2:7][C:8]2[CH:18]=[CH:17][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 12463843Ethyl 4-(4-methoxybenzyl)benzoate

Produkt 1

HCID 2579874-(4-Methoxybenzyl)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 120 g. of ethyl 4-(4-methoxybenzyl)benzoate, 500 ml. of 2N sodium hydroxide solution and 250 ml. of ethanol was heated at reflux for two hours. The reaction mixture was cooled, diluted with water and extracted with ether. The aqueous layer was acidified with hydrochloric acid and the precipitate which formed was collected and dried to give 100 g. of 4-(4-methoxybenzyl)benzoic acid, m.p. 152°-153° C. when recrystallized from aqueous ethanol.

Aufarbeitung

  1. additionA mixture of 120 g
  2. temperatureat reflux for two hours
  3. temperatureThe reaction mixture was cooled
  4. extractionextracted with ether
  5. customthe precipitate which formed
  6. customwas collected
  7. customdried
  8. customto give 100 g
  9. customof 4-(4-methoxybenzyl)benzoic acid, m.p. 152°-153° C. when recrystallized from aqueous ethanol

Quellen und Nachweise

ORD-Eintrag
ord-889d59a7cbbb4fa697ab2726d32b1588
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04153719

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