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

HRID 1640891ノート

反応式

HRID 1640891 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%

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, 93.0 mmol) to a solution of 2-fluoro-4-iodo-5-methoxymethoxy-pyridine (3.9 g, 13.8 mmol) in THF (20 mL). Stir the mixture at 60° C. for 3 h and cool down the mixture. Adjust the pH to 7 with slow addition of a saturated aqueous sodium bicarbonate solution. Extract the solution with ethyl acetate three times. Wash the organic layer with aqueous saturated sodium chloride. Dry the mixture over sodium sulfate. Concentrate the solution in vacuo to afford the title compound (3.2 g, 97%) as a yellow solid. MS (ES) 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 aqueous saturated 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-6078fe2da4e44b22bdb7af9e4042e7f6
出典データセット
uspto-grants-2012_02
特許番号
US08114872B2

反応ノート

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