2-Chloro-1-(2-methoxyethoxy)-4-nitrobenzene → 3-Chloro-4-(2-methoxyethoxy)aniline

HRID 1159929Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1159929
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[O:11][CH2:12][CH2:13][O:14][CH3:15]>CCOC(C)=O.C(O)C.[Pt]>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[O:11][CH2:12][CH2:13][O:14][CH3:15])[NH2:8]

Komponenten

5

Edukt 1

HCID 595137122-Chloro-1-(2-methoxyethoxy)-4-nitrobenzene

Produkt 1

HCID 64857493-Chloro-4-(2-methoxyethoxy)anilineAusbeute 97,6 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23939PlatinumKatalysatorHCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2-Chloro-1-{[2-(methyloxy)ethyl]oxy}-4-nitrobenzene (1.0 g) was dissolved in a 1:1 solution of EtOAc and ethanol (30 mL). Pt/C (0.15 g of 10% by weight) was added and the resulting mixture was placed under 50 psi of H2 for 16 h. The reaction was then filtered through celite and the resulting organics were concentrated in vacuo to obtain 0.85 g of the compound. 1H NMR (300 MHz, DMSO-d6): δ 6.88 (d, 1H), 6.66 (m, 1H), 6.50 (m, 1H), 4.00 (m, 2H), 3.63 (m, 2H), 3.33 (s, 3H).

Aufarbeitung

  1. filtrationThe reaction was then filtered through celite
  2. concentrationthe resulting organics were concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-35b927438199451f9f1267fdd9271980
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07812022B2

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