Phosphorus tribromide → 5-(1-Bromoethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine

HRID 4677

반응식

HRID 4677 반응식
O[CH:2]([C:4]1[C:5]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=2)=[N:6][C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:9]=1[CH3:10])[CH3:3].P(Br)(Br)[Br:27]>O1CCCC1>[Br:27][CH:2]([C:4]1[C:5]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=2)=[N:6][C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:9]=1[CH3:10])[CH3:3]

참가 물질

4

반응물 2

HCID 24614Phosphorus tribromideHCID 201513975-(1-Hydroxyethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine

생성물 1

HCID 201513945-(1-Bromoethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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).

후처리

  1. extractionextracted with ethyl acetate
  2. customThe organic layer was evaporated in vacuo
  3. customThe residue was chromatographed on silicagel
  4. washeluting with chloroform
  5. additionThe fractions containing the desired product
  6. customevaporated in vacuo
  7. customThe residue was crystallized from diisopropyl ether

출처 및 근거

ORD 기록
ord-d873a469a1aa4c19a659d20fa347bd64
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04727073

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