Ammonium Chloride → 2-phenyl-1H-indol-6-amine

HRID 1896790노트

반응식

HRID 1896790 반응식
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH:8]=[C:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[NH:10]2)=[CH:6][CH:5]=1)([O-])=O.[Cl-].[NH4+]>C(O)C.O.[Fe]>[C:13]1([C:9]2[NH:10][C:11]3[C:7]([CH:8]=2)=[CH:6][CH:5]=[C:4]([NH2:1])[CH:12]=3)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 207598016-Nitro-2-phenyl-1H-indole

생성물 1

HCID 114131282-phenyl-1H-indol-6-amine수율 35.5%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 19096565Water ethanol용매

반응 조건

온도
70 °C

실험 절차

6-Nitro-2-phenyl-1H-indole (175 mg, 0.73 mmol), ammonium chloride (80 mg, 1.47 mmol) and iron powder (205 mg, 3.68 mmol) were suspended in ethanol/water (4 mL/2 mL) and heated at 70° C. for 2 h. After cooling, the solution was filtrated through a pad of Celite®, which was washed with ethanol. The organic layer was evaporated into vacuo to obtain a solid, which was purified by column chromatography eluting using a gradient (ethyl acetate/hexanes 10:90 v/v to ethyl acetate/hexanes 50:50 v/v) to afford 54 mg (35%) of the title compound.

후처리

  1. temperatureAfter cooling
  2. filtrationthe solution was filtrated through a pad of Celite®, which
  3. washwas washed with ethanol
  4. customThe organic layer was evaporated into vacuo
  5. customto obtain a solid, which
  6. customwas purified by column chromatography
  7. washeluting

출처 및 근거

ORD 기록
ord-42cdb75abd9d430bb0dc87cd0e385b1c
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518980B2

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