Water → HCID 67497897, 화합물

HRID 74177

반응식

HRID 74177 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18].C(=O)([O-])O.[Na+].[CH:25]1([NH2:31])[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1.O>C(O)C>[CH:25]1([NH:31][C:2]2[CH:7]=[CH:6][C:5]([C:8]3[O:9][C:10]4[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=4[N:12]=3)=[CH:4][C:3]=2[N+:17]([O-:19])=[O:18])[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1

참가 물질

6

반응물 4

HCID 962WaterHCID 7965CyclohexylamineHCID 516892Sodium BicarbonateHCID 219909702-(4-Fluoro-3-nitrophenyl)benzoxazole

생성물 1

HCID 67497897HCID 67497897, 화합물수율 48%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a suspension of 2-(4-fluoro-3-nitrophenyl)benzoxazole (see Working Example 15-2) (300 mg, 1.19 mmol) in ethanol (5 mL) was added sodium hydrogen carbonate (295 mg, 2.32 mmol) and cyclohexylamine (288 mg, 2.32 mmol), and this was heated to reflux with stirring for 4 hours. After the reaction was complete, this was cooled to room temperature, water was added, and this was extracted with ethyl acetate. The organic layer obtained was dried over anhydrous sodium sulfate, filtered, and concentrated to give crystals that were purified by silica gel column chromatography to yield the title compound (191 mg, 48% yield) as orange crystals.

후처리

  1. temperaturethis was heated
  2. temperatureto reflux
  3. extractionthis was extracted with ethyl acetate
  4. customThe organic layer obtained
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto give crystals that
  9. customwere purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-45e57a9ab34a4672953774b6c1da7524
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829035B2

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