반응 #4769

반응 방정식

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

용매

benzene

반응 조건

후처리

1. 1
   온도under cooling at 7°-10° C
2. 2
   추출extracted with ethyl acetate (300 ml)
3. 3
   여과After filtering off an insolble material
4. 4
   세척the organic layer was washed with saturated aqueous sodium chloride
5. 5
   건조dried over magnesium sulfate
6. 6
   기타evaporated in vacuo
7. 7
   기타The residue was recrystallized from diethyl ether

실험 절차

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).

출처