Triethylamine → N-(2-Chloropropyl)-N,2,6-trimethylbenzenamine

HRID 1649976Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1649976
CS([Cl:5])(=O)=O.[CH3:6][N:7]([CH2:16][CH:17](O)[CH3:18])[C:8]1[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:15].C(N(CC)CC)C>ClCCCl>[CH3:6][N:7]([CH2:16][CH:17]([Cl:5])[CH3:18])[C:8]1[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:15]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 13674770HCID 13674770, Verbindung

Produkt 1

HCID 13674775N-(2-Chloropropyl)-N,2,6-trimethylbenzenamineAusbeute 90,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

3.1 ml (4.6 g, 40 mmoles) of methanesulfonyl chloride are added dropwise, at a temperature not exceeding 20° C., to a solution of 7.0 g (36.2 mmoles) of 1-[N-methyl-N-(2,6-dimethylphenyl)-amino]-2-propanol and 5.45 ml (4.0 g, 40 mmoles) of triethyl amine in 50 ml of 1,2-dichloroethane, and the resulting mixture is stirred at room temperature for 3 hours. The mixture is washed then thrice with 30 ml of water, each, dried over anhydrous magnesium sulfate, the solvent is evaporated, and the oily residue is distilled under reduced pressure. 6.9 g (90.2%) of 1-[N-methyl-N-(2,6-dimethylphenyl)-amino]-2-chloro-propane are obtained; b.p.: 116°-118° C./133 Pa.

Aufarbeitung

  1. washThe mixture is washed
  2. dry with materialeach, dried over anhydrous magnesium sulfate
  3. customthe solvent is evaporated
  4. distillationthe oily residue is distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-92a3d90499da4f74afd93da2aa61e499
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04922021

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