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

HRID 4677

反応式

HRID 4677 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-d873a469a1aa4c19a659d20fa347bd64
出典データセット
uspto-grants-1988_02
特許番号
US04727073

関連ノート

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