Ammonium Chloride → 4-Amino-5-chloro-2-fluorophenol

HRID 872982ノート

反応式

HRID 872982 の反応式
[Cl:1][C:2]1[C:3]([N+:10]([O-])=O)=[CH:4][C:5]([F:9])=[C:6]([O-:8])[CH:7]=1.[K+].[NH4+].[Cl-]>CCO.O.CO.C(OCC)(=O)C.[Fe]>[NH2:10][C:3]1[C:2]([Cl:1])=[CH:7][C:6]([OH:8])=[C:5]([F:9])[CH:4]=1

参加物

8

反応物 2

HCID 25517Ammonium ChlorideHCID 90016791Potassium 5-chloro-2-fluoro-4-nitrophenolate

生成物 1

HCID 112406564-Amino-5-chloro-2-fluorophenol収率 85.4%

試薬・触媒・溶媒 5

HCID 23925Iron触媒HCID 702Ethanol溶媒HCID 887Methanol溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of potassium 5-chloro-2-fluoro-4-nitrophenolate (1.0 g, 4.35 mmol, Yuxiang) in 95% EtOH (22 mL) and H2O (8 mL) was added Fe (0.97 g, 17.4 mmol) and NH4Cl (1.86 g, 34.8 mmol). The mixture was stirred at rt for 10 hours, then diluted with methanol (100 mL) and ethyl acetate (100 mL). Filtered and the filtrate was concentrated in vacuo. The residue was dissolved in water (50 mL) and ethyl acetate (50 mL). The organic phase was separated and the water phase was extracted with ethyl acetate (50 mL×2). The combined organic layers were washed with brine (50 mL×3), dried over anhydrous Na2SO4, and concentrated in vacuo to give the title compound as a pale solid (0.6 g, 85.3%).

後処理

  1. filtrationFiltered
  2. concentrationthe filtrate was concentrated in vacuo
  3. dissolutionThe residue was dissolved in water (50 mL)
  4. customThe organic phase was separated
  5. extractionthe water phase was extracted with ethyl acetate (50 mL×2)
  6. washThe combined organic layers were washed with brine (50 mL×3)
  7. dry with materialdried over anhydrous Na2SO4
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6efd62114390442ab81d6cd30c592c56
出典データセット
uspto-grants-2015_03
特許番号
US08975282B2

反応ノート

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