Reaktion #78187

Reaktionsgleichung

water

1-chloro-4-(4-pyridylmethyl)phthalazine

K2CO3

3-chlorophenol

→

Title compound

1-(3-Chlorophenoxy)-4-(4-pyridylmethyl)phthalazine

Lösungsmittel

ethyl acetate

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe aqueous phase separated
2. 2
   Extraktionextracted with 2 portions of ethyl acetate
3. 3
   WaschenThe organic phase is washed with water and brine
4. 4
   Trocknendried (MgSO4)
5. 5
   Einengenconcentrated by evaporation
6. 6
   workup.DISSOLUTIONThe residue is dissolved in ≦15 ml THF
7. 7
   Sonstigeprecipitated with hexane
8. 8
   Filtrationfiltered

Vorschrift

Under exclusion of air, 200 mg (0.78 mmol) 1-chloro-4-(4-pyridylmethyl)phthalazine (Example 67A.1), 173 mg (1.25 mmol) K2CO3, and 120 mg (0.94 mmol) 3-chlorophenol (Fluka) are heated in 2 ml DMSO for 3 h to 90° C. The reaction mixture is distributed between 20 ml water and 20 ml ethyl acetate, and the aqueous phase separated and extracted with 2 portions of ethyl acetate. The organic phase is washed with water and brine, dried (MgSO4), and concentrated by evaporation. The residue is dissolved in ≦15 ml THF, precipitated with hexane, and filtered. Title compound is obtained from the evaporated filtrate after chromatography (SiO2; ethyl acetate/CH3OH, 4:1): m.p.: 143-145° C.; HPLC: tRet(Grad20-100)=8.9; FAB MS (M+H)+=348.

Quelle