Acetic Acid → HCID 89488364, 화합물

HRID 570131

반응식

HRID 570131 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([O:13][CH2:14][C:15]([CH3:17])=O)[NH:10][N:9]=2)=[CH:4][CH:3]=1.C(O)(=O)C.CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1.CCOC(C)=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]3[O:13][CH:14]=[C:15]([CH3:17])[N:10]3[N:9]=2)=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 6101p-Toluenesulfonic acidHCID 178468630HCID 178468630, 화합물

생성물 1

HCID 89488364HCID 89488364, 화합물수율 46.3%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

반응 조건

온도
130 °C

실험 절차

To a stirred solution of 1-{[3-(4-fluorophenyl)-1H-pyrazol-5-yl]oxy}acetone (0.25 g, 1.0 mmol) in toluene, equipped with dean stark apparatus, acetic acid (2 ml) and p-TsOH (25 mg, cat.) was charged at RT and the reaction mass was refluxed at 130° C. for 16 h. After completion, the reaction was diluted with EtOAc (50 ml) and washed with brine. The organic layer dried over sodium sulphate and concentrated under reduced pressure to get the crude which was then purified by column chromatography 100-200 mesh) eluted with 5-10% ethyl acetate in hexane as eluent to get compound 6-(4-fluorophenyl)-3-methylpyrazolo[5,1-b][1,3]oxazole (0.1 g, yield 43%).

후처리

  1. additionwas charged at RT
  2. washwashed with brine
  3. dry with materialThe organic layer dried over sodium sulphate
  4. concentrationconcentrated under reduced pressure
  5. customto get the crude which
  6. customwas then purified by column chromatography 100-200 mesh)
  7. washeluted with 5-10% ethyl acetate in hexane as eluent

출처 및 근거

ORD 기록
ord-3c0b78a0836c4cfebba1d3ef6e030625
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09023844B2

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