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Ammonium Chloride → (4-Benzyloxy-phenyl)-methyl-(4-methyl-2-amino-phenyl)-amine

HRID 607245
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HRID 607245 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]([CH3:26])[C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=2[N+:23]([O-])=O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[NH4+]>O.C(O)C.[Fe]>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]([CH3:26])[C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=2[NH2:23])=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 25517Ammonium ChlorideHCID 66808474(4-Benzyloxy-phenyl)-methyl-(4-methyl-2-nitro-phenyl)-amine

생성물 1

HCID 66808542(4-Benzyloxy-phenyl)-methyl-(4-methyl-2-amino-phenyl)-amine

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

A mixture of the product from Example 133B (129.4 mg, 0.3714 mmol), iron powder (128 mg, 2.284 mmol), ammonium chloride (130 mg, 2.433 mmol) in water (1 mL) and ethanol (2 mL) was heated at 70° under a nitrogen atmosphere for 1 hour. The reaction was cooled to room temperature and vacuum filtered, washing the residue with methanol. The filtrate was concentrated under vacuum and azeotroped with toluene (50 mL). The residue was purified by silica gel flash chromatography using methylene chloride as eluent to provide the title compound as a waxy solid (85 mg, 72%).

후처리

  1. temperaturewas heated at 70° under a nitrogen atmosphere for 1 hour
  2. filtrationvacuum filtered
  3. washwashing the residue with methanol
  4. concentrationThe filtrate was concentrated under vacuum
  5. customazeotroped with toluene (50 mL)
  6. customThe residue was purified by silica gel flash chromatography

출처 및 근거

ORD 기록
ord-3f2b1f8af1b746c882a35ca304cf6934
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07915411B2

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