4-Dimethoxymethyl-1-(2-morpholinoethoxy)-2-nitrobenzene → 5-Dimethoxymethyl-2-(2-morpholinoethoxy)aniline

HRID 2075435Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2075435
[CH3:1][O:2][CH:3]([O:22][CH3:23])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[C:6]([N+:19]([O-])=O)[CH:5]=1>C(O)C.[Pt]=O>[CH3:1][O:2][CH:3]([O:22][CH3:23])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)=[C:6]([CH:5]=1)[NH2:19]

Komponenten

4

Edukt 1

HCID 231179024-Dimethoxymethyl-1-(2-morpholinoethoxy)-2-nitrobenzene

Produkt 1

HCID 231179015-Dimethoxymethyl-2-(2-morpholinoethoxy)anilineAusbeute 26 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 82844Platinum oxide (PtO)KatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 4-dimethoxymethyl-1-(2-morpholinoethoxy)-2-nitrobenzene obtained in Step 2 (2.97 g, 9.10 mmol) in ethanol (30.0 mL) was added with platinum oxide (0.02 g, 0.10 mmol), followed by stirring at room temperature under hydrogen atmosphere for 2 hours. The reaction mixture was filtered, the solvent of filtrate was evaporated under reduced pressure, the resulting crude product was crystallized from mixed solvent of ethyl acetate/hexane (1/1) to obtain 5-dimethoxymethyl-2-(2-morpholinoethoxy)aniline (0.70 g, 26%).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent of filtrate was evaporated under reduced pressure
  3. customthe resulting crude product was crystallized
  4. additionfrom mixed solvent of ethyl acetate/hexane (1/1)

Quellen und Nachweise

ORD-Eintrag
ord-100f39a7f3a647ea8e94749e334180b8
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07919517B2

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