Ammonium Chloride → 3-Amino-5-chlorophenol

HRID 38551ノート

反応式

HRID 38551 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[C:6]([N+:8]([O-])=O)[CH:7]=1.[Cl-].[NH4+]>C(O)C.O.[Zn]>[NH2:8][C:6]1[CH:5]=[C:4]([OH:11])[CH:3]=[C:2]([Cl:1])[CH:7]=1

参加物

6

反応物 2

HCID 25517Ammonium ChlorideHCID 106758153-Chloro-5-nitrophenol

生成物 1

HCID 199869473-Amino-5-chlorophenol収率 79.3%

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

3-Chloro-5-nitrophenol from Example 63A (3.00 g, 17.3 mmol) and zinc powder (5.65 g, 86.4 mmol) in ethanol (80 mL) were heated to 60° C., and a solution of ammonium chloride (1.85 g, 34.6 mmol) in water (16 mL) was added dropwise. The reaction was stirred for further 3 h at 60° C. It was then filtered through Celite®, and the solvent was removed in vacuo. The residue was dissolved in water and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and the solvent was removed in vacuo. The residue was triturated with DCM, and the precipitate was collected by suction filtration to yield 1.97 g (77%) of the title compound as yellowish crystals.

後処理

  1. filtrationIt was then filtered through Celite®
  2. customthe solvent was removed in vacuo
  3. dissolutionThe residue was dissolved in water
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. customthe solvent was removed in vacuo
  7. customThe residue was triturated with DCM
  8. filtrationthe precipitate was collected by suction filtration

出典と根拠

ORDレコード
ord-2499ae564da64b81bf11c0ce6a6c971f
出典データセット
uspto-grants-2013_09
特許番号
US08524722B2

反応ノート

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