ChemicalBook CAS DataBase List 1-Chlorooctadecane

1-Chlorooctadecane synthesis

7synthesis methods

Product Name:1-Chlorooctadecane
CAS Number:3386-33-2
Molecular formula:C18H37Cl
Molecular Weight:288.94

112-92-5

3386-33-2

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.

112-92-5 Synthesis

112-92-5
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3386-33-2
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Yield:3386-33-2 99.8%

Reaction Conditions:

with hydrogenchloride;N-n-octylalkylpyridinium chlorides; mixture of at 150; for 8 h;Product distribution / selectivity;

Steps:

7.a
Example 7a Preparation of n-octadecyl chloride in a semicontinuous process A 1 l jacketed glass reactor with a glass paddle stirrer and immersed tube for reactant metering is initially charged with 220 g of N-n-octylalkylpyridinium chloride (prepared according to Example 2) and adjusted to a temperature of 150° C. 447 g of n-octadecanol are introduced uniformly via an immersed tube over 5 hours. Gaseous hydrogen chloride is metered in via an immersed tube in a slight stoichiometric excess over the entire reaction time, and the water of reaction formed is simultaneously removed via distillation. The performance of the reaction and the workup of the reaction mixture are analogous to Example 4a. After a total reaction time of 8 h (including 3 hours of postreaction), the conversion based on n-octadecanol is 99.8%.

References:

Degussa AG US2006/205987, 2006, A1 Location in patent:Page/Page column 6

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57-11-4 Synthesis