Methyl Ethyl Ketone → N-(1-methylpropyl)-3,4-dimethyl-aniline

HRID 443779Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 443779
[N+:1]([C:4]1[CH:5]=[C:6]([CH3:11])[C:7]([CH3:10])=[CH:8][CH:9]=1)([O-])=O.[CH2:12]([C:14]([CH3:16])=O)[CH3:13].[H][H]>[Pt]>[CH:12]([NH:1][C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:6]([CH3:11])[CH:5]=1)([CH2:14][CH3:16])[CH3:13]

Komponenten

5

Edukt 3

HCID 6569Methyl Ethyl KetoneHCID 74404-Nitro-o-xyleneHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 13692865N-(1-methylpropyl)-3,4-dimethyl-anilineAusbeute 100,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23939PlatinumKatalysator

Versuchsvorschrift

A mixture of 151.2 grams (1.0 mole) 4-nitro-o-xylene, 161 grams (2.2 moles) methyl ethyl ketone, 6 grams of 5% platinum on carbon and 4.5 g of 2-nahthalenesulfonic acid monohydrate were added to a pressure vessel. Hydrogen was fed into the pressure vessel at a pressure of 20 psig. When hydrogen uptake ceased (in about 2 hours), the vessel was vented and the reaction mixture filtered. The phases were separated and the organic phase was concentrated in vacuo (at 20 mm and 70° C.) to give 178.8 g of 96.4% pure N-(sec-butyl)-3,4-xylidine in a yield of 97.2%.

Aufarbeitung

  1. additionwere added to a pressure vessel
  2. custom(in about 2 hours)
  3. filtrationthe reaction mixture filtered
  4. customThe phases were separated
  5. concentrationthe organic phase was concentrated in vacuo (at 20 mm and 70° C.)

Quellen und Nachweise

ORD-Eintrag
ord-2e0019a728c14cff95ed536cd046c6d8
Quelldatensatz
uspto-grants-1981_04
Patentnummer
US04261926

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