1-(2-Chloroethoxy)-4-nitrobenzene → 4-(2-Chloroethoxy)aniline

HRID 639372

Reaktionsgleichung

Reaktionsgleichung von HRID 639372
[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][CH:6]=1>C(O)C.O=[Pt]=O.C(Cl)Cl>[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1

Komponenten

5

Edukt 1

HCID 27645871-(2-Chloroethoxy)-4-nitrobenzene

Produkt 1

HCID 1196994-(2-Chloroethoxy)aniline

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 345198Adams' catalystKatalysatorHCID 702EthanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

36 g (0.178 Mol) of 1-(2-Chloro-ethoxy)-4-nitro-benzene is dissolved in 360 mL of ethanol and subjected to catalytic hydration at rt using PtO2 (1.5 g) as catalyst. The resulting suspension is diluted with CH2Cl2, filtered, and concentrated to approx. 150 mL. After cooling to 0° C. the crystals are filtered off, washed and dried at 60° C. under vacuum to obtain 4-(2-chloro-ethoxy)-phenylamine. Title compound: m.p.: 87-91° C.; ES-MS: 172 [M+H]+; single peak at tR=2.73 min (System 1).

Aufarbeitung

  1. customsubjected to catalytic hydration at rt
  2. filtrationfiltered
  3. concentrationconcentrated to approx. 150 mL
  4. filtrationare filtered off
  5. washwashed
  6. customdried at 60° C. under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-49fe89710516443cb85d5cc9e60bff6f
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691855B2

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