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

HRID 561003ノート

反応式

HRID 561003 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 666745926-Fluoro-4-iodopyridin-3-ol収率 97.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-e6a154c882884f59a91a136e5536f1dd
出典データセット
uspto-grants-2011_11
特許番号
US08063212B2

反応ノート

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