Ammonium Chloride → 3-Amino-5-chlorophenol

HRID 38551

반응식

HRID 38551 반응식
[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

참가 물질

6

반응물 2

HCID 25517Ammonium ChlorideHCID 106758153-Chloro-5-nitrophenol

생성물 1

HCID 199869473-Amino-5-chlorophenol수율 79.3%

시약·촉매·용매 3

HCID 23994Zinc촉매HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2499ae564da64b81bf11c0ce6a6c971f
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524722B2

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