Dimethylformamide → Methyl 2-bromo-5-ethoxy-2'-fluorobiphenyl-4-carboxylate

HRID 531119ノート

反応式

HRID 531119 の反応式
[Br:1]N1C(=O)NC(=O)N(Br)C1=O.[CH2:12]([O:14][C:15]1[CH:16]=[C:17]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[F:31])[CH:18]=[CH:19][C:20]=1[C:21]([O:23][CH3:24])=[O:22])[CH3:13].CN(C=O)C>O>[Br:1][C:18]1[CH:19]=[C:20]([C:21]([O:23][CH3:24])=[O:22])[C:15]([O:14][CH2:12][CH3:13])=[CH:16][C:17]=1[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[F:31]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 192912Dibromoisocyanuric acid2 回HCID 90423758Methyl 3-ethoxy-2'-fluorobiphenyl-4-carboxylate

生成物 1

HCID 90423205Methyl 2-bromo-5-ethoxy-2'-fluorobiphenyl-4-carboxylate収率 178.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Dibromoisocyanuric acid (0.631 g) was added to a mixture of methyl 3-ethoxy-2′-fluorobiphenyl-4-carboxylate (1.14 g) and DMF (10 mL), and the resultant mixture was stirred at room temperature for 2 hours. Dibromoisocyanuric acid (0.238 g) was further added to the reaction mixture, and the mixture was stirred at room temperature for 1 hour. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The obtained organic layer was washed with water and saturated saline and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (1.39 g).

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe obtained organic layer was washed with water and saturated saline
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-6078728b663248d0adbac8d57440be09
出典データセット
uspto-grants-2016_05
特許番号
US09353108B2

反応ノート

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