Ethylparaben → Ethyl 4-[2-Oxo-2-(phenylmethoxy)ethoxy]benzoate

HRID 36491

Reaktionsgleichung

Reaktionsgleichung von HRID 36491
[OH:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.Br[CH2:14][C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[O:16]=[C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:14][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][CH:12]=1

Komponenten

6

Edukt 3

HCID 8434EthylparabenHCID 11430Potassium CarbonateHCID 62576Benzyl bromoacetate

Produkt 1

HCID 53990693Ethyl 4-[2-Oxo-2-(phenylmethoxy)ethoxy]benzoateAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of ethyl p-hydroxybenzoate (4.98 g), benzyl bromoacetate (4.75 ml) and K2CO3 (4.14 g) was stirred for 15 hr in 30 ml of DMF. The reaction mixture was diluted with water (200 ml) and extracted with a 1:1 ether:hexane mixture. The combined organic extracts were washed (water, brine), dried (Na2SO4), filtered, and evaporated leaving 9.3 g, (99%) of the title compound as a heavy oil; TLC, Rf =0.71, Et2O: hexane (1:1).

Aufarbeitung

  1. extractionextracted with a 1:1 ether
  2. washThe combined organic extracts were washed (water, brine)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-76c44d27eb4b427882d1bb80398ab9ef
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05414132

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