Water → 4-Chloro-6-(3-methylbut-1-oxy)-2-phenylpyrimidine

HRID 1742755

Reaktionsgleichung

Reaktionsgleichung von HRID 1742755
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=1.[OH2:15]>CC(C)CCO>[Cl:8][C:6]1[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=[C:2]([O:15][CH2:11][CH2:10][CH:9]([CH3:14])[CH3:4])[CH:7]=1

Komponenten

4

Edukt 2

HCID 962WaterHCID 77338Fenclorim

Produkt 1

HCID 190067994-Chloro-6-(3-methylbut-1-oxy)-2-phenylpyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31260Isoamyl AlcoholLösungsmittel2×

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

The reaction is carried out under an argon protective-gas atmosphere. A solution of 6.7 g (60.5 mmol) of sodium t-amylate in 50 ml of 3-methylbutanol is added dropwise to a solution, cooled to 0° C., of 12.4 g of 4,6-dichloro-2-phenylpyrimidine in 50 ml of 3-methylbutanol. The reaction mixture is allowed to warm to 25° C. overnight. Thin-layer chromatography shows the absence of starting material. The reaction mixture is poured into 180 ml of water and extracted three times with 80 ml of ethyl acetate. Combined organic phases are washed with water, dried using MgSO4 and filtered. Removal of the solvent gives 14.6 g (96% of theory) of the title compound.

Aufarbeitung

  1. extractionextracted three times with 80 ml of ethyl acetate
  2. washCombined organic phases are washed with water
  3. customdried
  4. filtrationfiltered
  5. customRemoval of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-4992921d69164201ae402c37e8c994ce
Quelldatensatz
uspto-grants-1994_08
Patentnummer
US05340701

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