O-Toluidine → 1-Methyl-N-(2-methylphenyl)cyclohexane-1-carboxamide

HRID 1288042

Reaktionsgleichung

Reaktionsgleichung von HRID 1288042
[CH3:1][C:2]1([C:8](Cl)=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+].[NH2:17][C:18]1[C:19]([CH3:24])=[CH:20][CH:21]=[CH:22][CH:23]=1>C1(C)C=CC=CC=1>[CH3:1][C:2]1([C:8]([NH:17][C:18]2[C:19]([CH3:24])=[CH:20][CH:21]=[CH:22][CH:23]=2)=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Komponenten

5

Edukt 3

HCID 7242O-ToluidineHCID 11430Potassium CarbonateHCID 41892451-Methylcyclohexanecarbonyl chloride

Produkt 1

HCID 127516481-Methyl-N-(2-methylphenyl)cyclohexane-1-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 32.7 grams (0.203 moles) of 1-methyl-1-cyclohexanecarboxylic acid chloride, 15.2 grams (0.11 mole) of anhydrous potassium carbonate and 21.8 grams (0.203 mole) of o-toluidine in 260 ml. of dry toluene is stirred and refluxed for 2.5 hours. The inorganic salts are removed by filtration and the filtrate is concentrated in vacuuo. The residue yields from diethyl ether-pentane 40.5 grams (87%) of N-(1-methylcyclohexyl carbonyl)-o-toluidine; m.p. 138° C.

Aufarbeitung

  1. temperaturerefluxed for 2.5 hours
  2. customThe inorganic salts are removed by filtration
  3. concentrationthe filtrate is concentrated in vacuuo

Quellen und Nachweise

ORD-Eintrag
ord-e549e00b74e4479fa38b5559650dafbe
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03987059

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