Ethanol → 2-Imidazoline, 4,4-dimethyl-1-isopropyl-2-undecyl-

Reaction equation

[C:1](OCC)(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH:17]([NH:20][CH2:21][C:22]([CH3:25])([NH2:24])[CH3:23])([CH3:19])[CH3:18].C(O)C>>[CH3:23][C:22]1([CH3:25])[CH2:21][N:20]([CH:17]([CH3:19])[CH3:18])[C:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[N:24]1

Participants

Reactant 3

HCID 702Ethanol

HCID 7800Ethyl Dodecanoate

HCID 795322-Amino-1,1-dimethylethylisopropylamine

Product 1

HCID 528882-Imidazoline, 4,4-dimethyl-1-isopropyl-2-undecyl-Yield 58%

Procedure

22.84 g. (100 mmoles) of ethyl laurate and 15.34 g. (118 mmoles) of Nl -isopropyl-2-methyl-1,2-propanediamine is heated at 130°-230° C. until approximately 100 mmoles of ethanol is collected. Toluene is then cautiously added and the heating is continued until no more water separates. The solution is acidified, the aqueous layer is separated and basified with NaOH. This is extracted with ethyl acetate, the organic extract is dried and concentrated. The oil is distilled at 150-152° C./1.2 mm to give 16.74 g (58%) of product.