Ethanol → Ethyl 4-(phenylmethoxy)benzoate

HRID 866371

Reaktionsgleichung

Reaktionsgleichung von HRID 866371
[H-].[Na+].[OH:3][C:4]1[CH:14]=[CH:13][C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][CH:5]=1.[CH2:15](Cl)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(O)C>CN(C)C=O.O>[CH2:11]([O:10][C:8]([C:7]1[CH:6]=[CH:5][C:4]([O:3][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:14][CH:13]=1)=[O:9])[CH3:12]

Komponenten

7

Edukt 4

HCID 702EthanolHCID 7503Benzyl ChlorideHCID 8434EthylparabenHCID 24758Sodium hydride

Produkt 1

HCID 191414Ethyl 4-(phenylmethoxy)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Sodium hydride (4.8g. of 50% suspension in oil) was added to a solution of ethyl p-hydroxybenzoate (166g.) in dimethylformamide (1 l). Benzyl chloride (126 g.) was added dropwise to the solution and the mixture heated on a steam bath for 2 hours. The solution was allowed to cool and ethanol (100 mls.) was added and the mixture poured into water (3 l) and then extracted with chloroform. The organic layer was dried (anhydrous MgSO4), filtered and the solvent removed under high vacuum. The resulting crude product was recrystallized from ethanol to yield pure 4-ethoxycarbonylphenoxyphenyl methane (154.2g.), b.pt. 172-3 at 10mm Hg.

Aufarbeitung

  1. temperaturethe mixture heated on a steam bath for 2 hours
  2. temperatureto cool
  3. extractionextracted with chloroform
  4. dry with materialThe organic layer was dried (anhydrous MgSO4)
  5. filtrationfiltered
  6. customthe solvent removed under high vacuum
  7. customThe resulting crude product was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-728d540e986f46c289eb5323226bdb50
Quelldatensatz
uspto-grants-1978_07
Patentnummer
US04098816

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