Ammonia → 2-Methoxyphenyl-4-methylcyclohexanone

HRID 26482

Reaktionsgleichung

Reaktionsgleichung von HRID 26482
[CH3:1][CH:2]1[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1.[NH2-].[Na+].Cl[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH3:19].N>O1CCCC1>[CH3:19][O:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH:4]1[CH2:3][CH:2]([CH3:1])[CH2:7][CH2:6][C:5]1=[O:8]

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 115254-MethylcyclohexanoneHCID 130112-ChloroanisoleHCID 24533Sodium amide

Produkt 1

HCID 213232862-Methoxyphenyl-4-methylcyclohexanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4-Methylcyclohexanone (224 g, 2 moles) was added dropwise rapidly to a cooled, stirred suspension of 170 g (4 moles) of sodium amide in 2 l of tetrahydrofuran under nitrogen. After the addition was complete, the ice bath was removed and the mixture was heated at reflux until the evolution of ammonia ceased (~3 hours). While still at reflux, 142.5 g (1 mole) of o-chloroanisole was added rapidly dropwise and the mixture was heated for an additional hour, until evolution of ammonia ceased.

Aufarbeitung

  1. additionAfter the addition
  2. customthe ice bath was removed
  3. temperaturethe mixture was heated
  4. temperatureat reflux until the evolution of ammonia
  5. custom(~3 hours)
  6. temperatureWhile still at reflux

Quellen und Nachweise

ORD-Eintrag
ord-fac347d6f8b34305bb034a27a9abc60b
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04150135

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