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

HRID 530984
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HRID 530984 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][C:28]([F:31])=[CH:27][CH:26]=2)[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:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=1
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참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 192912Dibromoisocyanuric acidHCID 117992167Methyl 3-ethoxy-4'-fluorobiphenyl-4-carboxylate

생성물 1

HCID 117992268Methyl 2-bromo-5-ethoxy-4'-fluorobiphenyl-4-carboxylate수율 188.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Dibromoisocyanuric acid (3.28 g) was added to a mixture of methyl 3-ethoxy-4′-fluorobiphenyl-4-carboxylate (5.92 g) and DMF (40 mL), and the resultant mixture was stirred overnight at room temperature. Water was added to the reaction mixture at room temperature, followed by extraction with ethyl acetate. The obtained organic layer was washed with 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 (7.62 g).

후처리

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe obtained organic layer was washed with 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-cd94e7e9f73b4d20992179707d3be51a
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09353108B2

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