Hydrochloric Acid → 2-Chloro-4-butylaniline

HRID 1925713Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1925713
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11]C(=O)C)=[C:7]([Cl:15])[CH:6]=1)[CH2:2][CH2:3][CH3:4].Cl.[OH-].[K+]>C(O)C>[Cl:15][C:7]1[CH:6]=[C:5]([CH2:1][CH2:2][CH2:3][CH3:4])[CH:10]=[CH:9][C:8]=1[NH2:11]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 59180380N-(4-butyl-2-chlorophenyl)acetamide

Produkt 1

HCID 211613422-Chloro-4-butylanilineAusbeute 84,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To a suspension of 68 (8.54 g; 37.9 mmol) in ethanol (20 mL) was added concentrated hydrochloric acid (20 mL). The resulting mixture was heated at 120° C. for 5 hours, allowed to cool to room temperature, then made basic with aqueous potassium hydroxide, and extracted with methyl tert-butyl ether (3×75 mL). The combined organic extracts were washed with aqueous saturated sodium chloride, dried over sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give the title product as a dark oil (5.89 g).

Aufarbeitung

  1. temperatureto cool to room temperature
  2. extractionextracted with methyl tert-butyl ether (3×75 mL)
  3. washThe combined organic extracts were washed with aqueous saturated sodium chloride
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2a1e8f0751c24a8d88eed05c66fad08d
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08178699B2

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