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Ethyl Acetate → 3-{(4-Methoxyphenyl)-[1-(4-acetoxyphenyl)ethylamino]methyl}phenylamine

HRID 2269412
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HRID 2269412 반응식
[Sn](Cl)Cl.[N+:4]([C:7]1[CH:8]=[C:9]([CH:13]([C:27]2[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=2)[NH:14][CH:15]([C:17]2[CH:22]=[CH:21][C:20]([O:23][C:24](=[O:26])[CH3:25])=[CH:19][CH:18]=2)[CH3:16])[CH:10]=[CH:11][CH:12]=1)([O-])=O.C(OCC)(=O)C.C(=O)([O-])O.[Na+]>C(O)C>[CH3:34][O:33][C:30]1[CH:31]=[CH:32][C:27]([CH:13]([NH:14][CH:15]([C:17]2[CH:18]=[CH:19][C:20]([O:23][C:24](=[O:26])[CH3:25])=[CH:21][CH:22]=2)[CH3:16])[C:9]2[CH:8]=[C:7]([NH2:4])[CH:12]=[CH:11][CH:10]=2)=[CH:28][CH:29]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 18347104N-[(3-nitrophenyl)-(4-methoxyphenyl)methyl]-N-[1-(4-acetoxyphenyl)ethyl]amine

생성물 1

HCID 183470763-{(4-Methoxyphenyl)-[1-(4-acetoxyphenyl)ethylamino]methyl}phenylamine수율 91.5%

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

Tin (II) chloride (451 mg) was added to a solution of N-[(3-nitrophenyl)-(4-methoxyphenyl)methyl]-N-[1-(4-acetoxyphenyl)ethyl]amine (200 mg) [prepared as described in step (a) above] in ethanol (10 ml). The mixture was heated under reflux for 1 hour. At the end of this time, ethyl acetate and a saturated aqueous solution of sodium hydrogencarbonate were added to the reaction mixture. The insoluble material was removed by filtration. The filtrate was separated and the aqueous layer was extracted with ethyl acetate. The ethyl acetate layer and extract were combined, washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate. It was then concentrated by evaporation under reduced pressure, to afford the title compound (170 mg) as a yellow oil.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. customThe insoluble material was removed by filtration
  4. customThe filtrate was separated
  5. extractionthe aqueous layer was extracted with ethyl acetate
  6. extractionThe ethyl acetate layer and extract
  7. washwashed with a saturated aqueous solution of sodium chloride
  8. dry with materialdried over magnesium sulfate
  9. concentrationIt was then concentrated by evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-c82c44c692bc4a03a548b7e3d019805a
출처 데이터셋
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06329405B1

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