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Dimethylformamide → 6-Bromo-3-ethoxy-2,2',4'-trifluorobiphenyl-4-carbaldehyde

HRID 2272514
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HRID 2272514 반응식
I[CH2:2][CH3:3].[Br:4][C:5]1[C:10]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:12]=2[F:18])=[C:9]([F:19])[C:8]([OH:20])=[C:7]([CH:21]=[O:22])[CH:6]=1.C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>O>[Br:4][C:5]1[C:10]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:12]=2[F:18])=[C:9]([F:19])[C:8]([O:20][CH2:2][CH3:3])=[C:7]([CH:21]=[O:22])[CH:6]=1
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참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 1179922396-Bromo-2,2',4'-trifluoro-3-hydroxybiphenyl-4-carbaldehyde

생성물 1

HCID 1180379856-Bromo-3-ethoxy-2,2',4'-trifluorobiphenyl-4-carbaldehyde수율 90.5%

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

Iodoethane (0.77 g) was added at room temperature to a mixture of 6-bromo-2,2′,4′-trifluoro-3-hydroxybiphenyl-4-carbaldehyde (1.09 g), potassium carbonate (0.91 g), and DMF (20 mL), and the mixture was stirred at 60 C for 2 hours in a nitrogen atmosphere. Water was added to the reaction mixture at room temperature, followed by extraction with ethyl acetate. The organic layer was separated, washed with water and saturated saline in this order, 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 (1.07 g).

후처리

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

출처 및 근거

ORD 기록
ord-0ec9e0c92d6948758fe3f4973fd19086
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09120777B2

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