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p-Fluoronitrobenzene → 1-Nitro-4-[4-(trifluoromethoxy)phenoxy]benzene

HRID 1363655
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HRID 1363655 반응식
[F:1][C:2]([F:12])([F:11])[O:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.F[C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C(=O)C>O>[N+:20]([C:17]1[CH:18]=[CH:19][C:14]([O:10][C:7]2[CH:6]=[CH:5][C:4]([O:3][C:2]([F:11])([F:12])[F:1])=[CH:9][CH:8]=2)=[CH:15][CH:16]=1)([O-:22])=[O:21]
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참가 물질

6

반응물 4

HCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 70015p-(Trifluoromethoxy)phenol

생성물 1

HCID 200977441-Nitro-4-[4-(trifluoromethoxy)phenoxy]benzene수율 100%

시약·촉매·용매 1

HCID 962Water
용매

실험 절차

A mixture of 4-(trifluoromethoxy)phenol (2.50 g, 14.036 mmol), 4-fluoro-1-nitrobenzene (1.98 g, 14.036 mmol), potassium carbonate (2.90 g, 20.982 mmol) and N,N-dimethylacetamide (15 ml) was stirred at 160° for 2 hours under argon atmosphere. The reaction mixture was cooled to room temperature, diluted with water, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=10:1) to give the title compound (4.18 g, 100%) as a pale yellow solid.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe residue obtained by evaporation of the solvent under reduced pressure
  5. customwas purified by column chromatography on silica gel (n-hexane:ethyl acetate=10:1)

출처 및 근거

ORD 기록
ord-50bee3a8606744a4a66fe346655e327f
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07884234B2

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