Ethyl bromoacetate → Ethyl 2-(4,6-dimethylpyrimidin-2-yl)oxyacetate

HRID 847117

Reaktionsgleichung

Reaktionsgleichung von HRID 847117
[OH:1][C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[N:3]=1.Br[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:9][C:4]1[CH:5]=[C:6]([CH3:8])[N:7]=[C:2]([O:1][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:3]=1

Komponenten

5

Edukt 3

HCID 7748Ethyl bromoacetateHCID 95084,6-Dimethylpyrimidin-2-olHCID 11430Potassium Carbonate

Produkt 1

HCID 3410252Ethyl 2-(4,6-dimethylpyrimidin-2-yl)oxyacetateAusbeute 26,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2-Hydroxy-4,6-dimethyl pyrimidine (10g, 0.08 mol) was dissolved in 150ml of dimethylformamide. Ethyl bromoacetate (13.5g, 0.08 mol) was added and also, subsequently, 11.lg of potassium carbonate. The reaction mixture was refluxed overnight. A precipitate had formed which was filtered off and the solvent was then evaporated off from the filtrate to form a crude oily product. Following purification by flash chromatography, 4.5g of the title product were obtained in the form of a red oil.

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed overnight
  2. customA precipitate had formed which
  3. filtrationwas filtered off
  4. customthe solvent was then evaporated off from the filtrate
  5. customto form a crude oily product
  6. custompurification by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-83d2bb0b404543c793d87e333bd2852c
Quelldatensatz
uspto-grants-1992_08
Patentnummer
US05139563

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