O-Toluidine → 2,2,2'-Trimethylpropionanilide

HRID 73917

Reaktionsgleichung

Reaktionsgleichung von HRID 73917
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:7]=1[NH2:8].CCN(CC)CC.[CH3:16][C:17]([CH3:22])([CH3:21])[C:18](Cl)=[O:19]>C(Cl)Cl>[CH3:16][C:17]([CH3:22])([CH3:21])[C:18]([NH:8][C:7]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:1])=[O:19]

Komponenten

5

Edukt 3

HCID 7242O-ToluidineHCID 8471TriethylamineHCID 62493Pivaloyl chloride

Produkt 1

HCID 27340052,2,2'-TrimethylpropionanilideAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of o-tolylamine (21.4 g, 0.20 mol) and Et3N (22.3 g, 0.22 mol) in CH2Cl2 was added 2,2-dimethyl-propionyl chloride (25.3 g, 0.21 mol) at 10° C. The mixture was stirred overnight at room temperature, washed with aq. HCl (5%, 80 mL), saturated NaHCO3 solution and brine, dried over Na2SO4 and concentrated under vacuum to give 2,2-dimethyl-N-o-tolyl-propionamide (35.0 g, 92%).

Aufarbeitung

  1. washwashed with aq. HCl (5%, 80 mL), saturated NaHCO3 solution and brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-26bfae6312334bdeb91abea16eba4fa8
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829204B2

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