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Potassium Carbonate → 1-[2-(N,N-dimethylamino)-4-nitrophenoxy]-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane

HRID 1106882
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HRID 1106882 반응식
Cl[CH2:2][CH2:3][N:4]([CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=1)[CH3:5].[CH3:18][N:19]([C:21]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[CH:24]=[CH:23][C:22]=1[OH:30])[CH3:20].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(=O)(O)[O-].[Na+]>[CH3:20][N:19]([C:21]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[CH:24]=[CH:23][C:22]=1[O:30][CH2:2][CH2:3][N:4]([CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=1)[CH3:5])[CH3:18]
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6

반응물 3

HCID 11430Potassium CarbonateHCID 136051471-chloro-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethaneHCID 187899052-(N,N-dimethylamino)-4-nitrophenol

생성물 1

HCID 187898891-[2-(N,N-dimethylamino)-4-nitrophenoxy]-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane수율 55.6%

시약·촉매·용매 2

HCID 6228Dimethylformamide
용매
HCID 516892Sodium Bicarbonate용매

실험 절차

A portion (1 g, 3.88 mmol) of the 1-chloro-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane produced in (1) above, 2-(N,N-dimethylamino)-4-nitrophenol (0.598 g, 3.88 mmol) and potassium carbonate (0.536 g, 3.88 mmol) were heated in dimethylformamide (10 ml) at 80° C. for 2 h. Thereafter, the reaction mixture was diluted with a saturated solution of sodium bicarbonate, subjected to extraction with ethyl acetate and dried with anhydrous magnesium sulfate, followed by evaporation of the solvent. The residue was purified by being subjected to column chromatography on silica gel using, as an eluent, chloroform containing methanol (5%) to yield the titled compound 1-[2-(N,N-dimethylamino)-4-nitrophenoxy]-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane (0.87 g) as a foam.

후처리

  1. extractionsubjected to extraction with ethyl acetate
  2. dry with materialdried with anhydrous magnesium sulfate
  3. customfollowed by evaporation of the solvent
  4. customThe residue was purified
  5. additionchloroform containing methanol (5%)

출처 및 근거

ORD 기록
ord-29c84e0e96ec45e590972983251fbe69
출처 데이터셋
uspto-grants-2000_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06057358

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