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

HRID 531119노트

반응식

HRID 531119 반응식
[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]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 192912Dibromoisocyanuric acid2회HCID 90423758Methyl 3-ethoxy-2'-fluorobiphenyl-4-carboxylate

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-6078728b663248d0adbac8d57440be09
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09353108B2

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