4'-Hydroxypropiophenone → Ethyl 2-(4-propionylphenoxy)acetate

HRID 68305

Reaktionsgleichung

Reaktionsgleichung von HRID 68305
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:11])[CH2:9][CH3:10])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:18][CH2:19][O:20][C:21]([CH2:23]Br)=[O:22]>CN(C=O)C>[C:8]([C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:23][C:21]([O:20][CH2:19][CH3:18])=[O:22])=[CH:7][CH:6]=1)(=[O:11])[CH2:9][CH3:10]

Komponenten

5

Edukt 3

HCID 62714'-HydroxypropiophenoneHCID 7748Ethyl bromoacetateHCID 11430Potassium Carbonate

Produkt 1

HCID 24693252Ethyl 2-(4-propionylphenoxy)acetateAusbeute 94,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 1-(4-hydroxyphenyl)propan-1-one (33 g, 0.2200 moles) in DMF (165 mL), potassium carbonate (60.7 gm, 0.4400 moles) and ethyl bromo acetate (40.6 gm, 0.2420 moles) were added and the reaction mixture was srirred at 50° C. for 3 hours. The reaction mixture was poured into ice cold water and extracted with ethyl acetate. The combined ethyl acetate extract was washed with water & brine, dried over sodium sulphate and evaporated under reduced pressure to yield 49 gm (94%) of product as thick liquid.

Aufarbeitung

  1. additionThe reaction mixture was poured into ice cold water
  2. extractionextracted with ethyl acetate
  3. extractionThe combined ethyl acetate extract
  4. washwas washed with water & brine
  5. dry with materialdried over sodium sulphate
  6. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-563a30f967d248eba20cd06aba3ac5f5
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822414B2

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