Hydrochloric Acid → 6-Fluoro-4-iodopyridin-3-ol

HRID 561003노트

반응식

HRID 561003 반응식
Cl.[F:2][C:3]1[CH:8]=[C:7]([I:9])[C:6]([O:10]COC)=[CH:5][N:4]=1.C(=O)(O)[O-].[Na+]>C1COCC1>[F:2][C:3]1[N:4]=[CH:5][C:6]([OH:10])=[C:7]([I:9])[CH:8]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 667381532-Fluoro-4-iodo-5-(methoxymethoxy)pyridine

생성물 1

HCID 666745926-Fluoro-4-iodopyridin-3-ol수율 97.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
60 °C

실험 절차

Add HCl (3 M in water, 31 mL, 93.01 mmol) to a solution of 2-fluoro-4-iodo-5-methoxymethoxy-pyridine (3.9 g, 13.78 mmol) in THF (20 mL). Stir the mixture at 60° C. for 3 hours. Cool down the mixture. Adjust the pH to 7 with slow addition of saturated aqueous sodium bicarbonate solution. Extract the solution with ethyl acetate three times. Wash the organic layer with saturated aqueous sodium chloride. Dry the mixture over sodium sulfate. Concentrate the solution in vacuo to afford the title compound (3.2 g, 97.18%) as a yellow solid. MS (EI) m/z 240 [M+1]+.

후처리

  1. temperatureCool down the mixture
  2. extractionExtract the solution with ethyl acetate three times
  3. washWash the organic layer with saturated aqueous sodium chloride
  4. dry with materialDry the mixture over sodium sulfate
  5. concentrationConcentrate the solution in vacuo

출처 및 근거

ORD 기록
ord-e6a154c882884f59a91a136e5536f1dd
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063212B2

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