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Water → Methyl {o-{5-[(2-chloro-alpha,alpha,alpha-trifluoro-p-tolyl)oxy]-2-nitrophenoxy}phenoxy}acetate

HRID 21517
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HRID 21517 반응식
F[C:2]1[CH:3]=[C:4]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[C:14]([Cl:22])[CH:13]=2)[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[OH:23][C:24]1[CH:35]=[CH:34][CH:33]=[CH:32][C:25]=1[O:26][CH2:27][C:28]([O:30][CH3:31])=[O:29].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O.C(OCC)(=O)C>[Cl:22][C:14]1[CH:13]=[C:12]([O:11][C:4]2[CH:5]=[CH:6][C:7]([N+:8]([O-:10])=[O:9])=[C:2]([CH:3]=2)[O:23][C:24]2[CH:35]=[CH:34][CH:33]=[CH:32][C:25]=2[O:26][CH2:27][C:28]([O:30][CH3:31])=[O:29])[CH:17]=[CH:16][C:15]=1[C:18]([F:21])([F:20])[F:19]
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7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 23202292-(Methoxycarbonyl)methoxyphenolHCID 867487152-Chloro-alpha,alpha,alpha-trifluoro-p-tolyl 3-fluoro-4-nitrophenyl ether

생성물 1

HCID 86748714Methyl {o-{5-[(2-chloro-alpha,alpha,alpha-trifluoro-p-tolyl)oxy]-2-nitrophenoxy}phenoxy}acetate수율 20.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

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온도
50 °C

실험 절차

A mixture of 2-chloro-α,α,α-trifluoro-p-tolyl 3-fluoro-4-nitrophenyl ether (1.0 g, 3.0 mmol), methyl (o-hydroxyphenoxy)acetate (0.81 g, 4.5 mmol) and potassium carbonate (0.62 g, 4.5 mmol) in N,N-dimethylformamide is heated at 50° C. for 18 hours, cooled to room temperature, poured into water and extracted with ether. The organic extract is washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to obtain a white oil. Column chromatography of the oil using silica gel and a 15% ethyl acetate in hexanes solution gives the title product as a clear liquid (0.3 g) which is identified by 1HNMR and 13CNMR spectral analyses.

후처리

  1. temperaturecooled to room temperature
  2. extractionextracted with ether
  3. extractionThe organic extract
  4. washis washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customto obtain a white oil

출처 및 근거

ORD 기록
ord-a8934729cf91430db8240c4c4def6326
출처 데이터셋
uspto-grants-1995_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05424280

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