Aniline → 4-Chloro-2-ethylaniline

HRID 21363

Reaktionsgleichung

Reaktionsgleichung von HRID 21363
[CH2:1]([C:3]1[CH:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:4]=1[NH:5]C(=O)C)[CH3:2].[OH-].[Na+].NC1C=CC=CC=1>C(O)C>[CH2:1]([C:3]1[CH:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:4]=1[NH2:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 6115AnilineHCID 14798Sodium HydroxideHCID 19933808HCID 19933808, Verbindung

Produkt 1

HCID 348714-Chloro-2-ethylaniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2'-Ethyl-4'-chloroacetanilide (31 grams) was heated to reflux in a mixture containing 80 milliliters of ethanol and 55 milliliters of concentrated HCL for about 2.5 hours. After cooling to room temperature, the mixture was basified to a pH of about 8 by an aqueous NaOH solution (20 percent). An oily aniline layer was observed. The mixture was transferred to a separatory funnel and was extracted with ether (3 times 75 milliliters). The ethereal extracts were combined and dried over MgSO4. After filtration, ether was removed under reduced pressure. 2-Ethyl-4-chloroaniline was purified and isolated by a reduced pressure distillation, yield 14.2 grams (58 percent).

Aufarbeitung

  1. temperatureto reflux in a mixture
  2. customThe mixture was transferred to a separatory funnel
  3. extractionwas extracted with ether (3 times 75 milliliters)
  4. dry with materialdried over MgSO4
  5. filtrationAfter filtration, ether
  6. customwas removed under reduced pressure
  7. custom2-Ethyl-4-chloroaniline was purified
  8. customisolated by a reduced pressure distillation, yield 14.2 grams (58 percent)

Quellen und Nachweise

ORD-Eintrag
ord-8af1104a714a42c6abac70625df57151
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05422211

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