반응 #4773

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5-(1-hydroxyethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine

phosphorus tribromide

→

5-(1-bromoethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   기타The organic layer was evaporated in vacuo
3. 3
   기타The residue was chromatographed on silicagel
4. 4
   세척eluting with chloroform
5. 5
   workup.ADDITIONThe fractions containing the desired product
6. 6
   기타evaporated in vacuo
7. 7
   기타The residue was crystallized from diisopropyl ether

실험 절차

A solution of 5-(1-hydroxyethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine (1.8 g) in tetrahydrofuran (10 ml) was dropped to a solution of phosphorus tribromide (0.34 ml) in tetrahydrofuran (20 ml) under ice cooling. The reaction mixture was stirred for 5 hours at the same condition and poured into ice water and extracted with ethyl acetate. The organic layer was evaporated in vacuo. The residue was chromatographed on silicagel eluting with chloroform. The fractions containing the desired product were combined and evaporated in vacuo. The residue was crystallized from diisopropyl ether to afford 5-(1-bromoethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine (0.3 g).

출처