Water → Methyl {o-{5-{[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]oxy}-2-nitrophenoxy}phenoxy}acetate

HRID 21518ノート

反応式

HRID 21518 の反応式
F[C:2]1[CH:3]=[CH:4][C:5]([N+:21]([O-:23])=[O:22])=[C:6]([CH:20]=1)[O:7][C:8]1[CH:19]=[CH:18][CH:17]=[CH:16][C:9]=1[O:10][CH2:11][C:12]([O:14][CH3:15])=[O:13].[CH3:24][N:25]1[C:29]([C:30]([F:33])([F:32])[F:31])=[CH:28][C:27]([OH:34])=[N:26]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O.C(OCC)(=O)C>[CH3:24][N:25]1[C:29]([C:30]([F:31])([F:32])[F:33])=[CH:28][C:27]([O:34][C:2]2[CH:3]=[CH:4][C:5]([N+:21]([O-:23])=[O:22])=[C:6]([CH:20]=2)[O:7][C:8]2[CH:19]=[CH:18][CH:17]=[CH:16][C:9]=2[O:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])=[N:26]1

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 54233795Methyl [o-(5-fluoro-2-nitrophenoxy)phenoxy]acetateHCID 178481944HCID 178481944、化合物

生成物 1

HCID 57199828Methyl {o-{5-{[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]oxy}-2-nitrophenoxy}phenoxy}acetate収率 31.5%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

A mixture of methyl [o-(5-fluoro-2-nitrophenoxy)phenoxy]acetate (1.1 g, 3.4 mmol), 1-methyl-5-(trifluoromethyl)pyrazol-3-ol (0.63 g, 3.8 mmol) and potassium carbonate (0.53 g, 3.8 mmol) in N,N-dimethylformamide is stirred at 100° C. for 18 hours, cooled to room temperature, poured into water and extracted with ethyl acetate. The organic extract is washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to obtain an orange oil. Column chromatography of the oil using silica gel and a 30% ethyl acetate in hexanes solution gives the title product as a yellow oil (0.5 g) which is identified by 1HNMR and 13CNMR spectral analyses.

後処理

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

出典と根拠

ORDレコード
ord-46647fc881914ca98a879d80d107cc7d
出典データセット
uspto-grants-1995_06
特許番号
US05424280

反応ノート

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