Reaktion #4769

Reaktionsgleichung

potassium carbonate

phosphorus tribromide

tetrahydrofuran

5-hydroxy-methyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine

tetrahydrofuran

→

5-bromomethyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder cooling at 7°-10° C
2. 2
   Extraktionextracted with ethyl acetate (300 ml)
3. 3
   FiltrationAfter filtering off an insolble material
4. 4
   Waschenthe organic layer was washed with saturated aqueous sodium chloride
5. 5
   Trocknendried over magnesium sulfate
6. 6
   Sonstigeevaporated in vacuo
7. 7
   SonstigeThe residue was recrystallized from diethyl ether

Vorschrift

To a solution of phosphorus tribromide (16.85 g) in a mixture of benzene (150 ml) and tetrahydrofuran (150 ml) was dropwise added a solution of 5-hydroxy-methyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine (30 g) in tetrahydrofuran (150 ml) under cooling at 7°-10° C. After stirring for 4 hours at the same temperature, the reaction mixture was poured into ice-water (200 ml), adjusted to pH 9.5 with saturated potassium carbonate and extracted with ethyl acetate (300 ml). After filtering off an insolble material, the organic layer was washed with saturated aqueous sodium chloride, dried over magnesium sulfate and evaporated in vacuo. The residue was recrystallized from diethyl ether to give 5-bromomethyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine (29.08 g).

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