General Description
Kinetic and thermodynamic analysis of catalytic hydrodechlorination of 1-chlorooctadecane in supercritical carbon dioxide using 5% Pd supported on γ-Al
2O
3 has been reported. Incorporation of 1-chlorooctadecane into a host monolayer of stearic acid has been reported.
Synthesis
The general procedure for the synthesis of chlorinated octadecanes from octadecanol is as follows: for the preparation of n-octadecyl chloride compounds in a semicontinuous process, 220 g of Nn-octadecyl alkyl pyridinium chloride (prepared according to Example 2) is first added to a 1 liter jacketed glass reactor equipped with a glass paddle stirrer and a reactant metering immersion tube, and the temperature is adjusted to 150 °C. Subsequently, 447 g of n-octadecanol was uniformly added through the immersion tube over a period of 5 hours. Throughout the reaction, gaseous hydrogen chloride was added continuously in a slightly stoichiometric excess via the immersion tube and the resulting reaction water was removed synchronously by distillation. The reaction was carried out and the post-treatment steps of the reaction mixture were similar to Example 4a. The total duration of the reaction was 8 hours (including the reaction time after 3 hours), based on a 99.8% conversion of n-octadecanol.
References
[1] Patent: US2006/205987, 2006, A1. Location in patent: Page/Page column 6
[2] Synthesis, 1983, # 4, p. 306 - 308
[3] JAOCS, Journal of the American Oil Chemists' Society, 1996, vol. 73, # 7, p. 847 - 850
[4] Journal of Organic Chemistry, 1983, vol. 48, # 21, p. 3721 - 3728
[5] Journal of the Chemical Society, Chemical Communications, 1985, # 6, p. 337 - 338
