Ethanol → Ethyl 3-hydroxy-5-methoxypicolinate

HRID 869635노트

반응식

HRID 869635 반응식
[OH:1][C:2]1[C:3]([C:10]([OH:12])=[O:11])=[N:4][CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1.[CH2:13](O)[CH3:14]>S(=O)(=O)(O)O.C(OCC)(=O)C>[OH:1][C:2]1[C:3]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:4][CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1

참가 물질

5

반응물 2

HCID 702EthanolHCID 215430083-Hydroxy-5-methoxypicolinic acid

생성물 1

HCID 66962131Ethyl 3-hydroxy-5-methoxypicolinate수율 76%

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 8857Ethyl Acetate용매

실험 절차

3-hydroxy-5-methoxypicolinic acid (200 mg, 1.18 mmol) was dissolved in ethanol (10 mL). To the mixture was added one drop of sulfuric acid. The mixture was refluxed with stirring for 3 days. After cooling to room temperature, the mixture was concentrated in vacuo to afford an oil. The residual oil was dissolved in ethyl acetate and washed with aq. sodium bicarbonate and brine. The extract was dried over sodium sulfate and concentrated in vacuo to afford an oil. The residual oil was purified by silica gel column chromatography (ethyl acetate/hexane 1:3 to 1:1) to afford 178 mg (76%) of the title compound as a white solid.

후처리

  1. temperatureThe mixture was refluxed
  2. concentrationthe mixture was concentrated in vacuo
  3. customto afford an oil
  4. washwashed with aq. sodium bicarbonate and brine
  5. dry with materialThe extract was dried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customto afford an oil
  8. customThe residual oil was purified by silica gel column chromatography (ethyl acetate/hexane 1:3 to 1:1)

출처 및 근거

ORD 기록
ord-f85fc349153d4aadaf47d4061d5f92e1
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969383B2

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