Amine promoters for hydrohalogenation
AssigneeExxon Research & Engineering Co.
InventorJesse K. Boggs
Life of this patent
Estimating the term…
Abstract
Tertiary alcohols and Type III olefins are hydrohalogenated in the presence of an amine which acts as a reaction promoter. The amine speeds up the reaction between the hydrogen chloride and tertiary alcohol or olefin without unduly increasing the amount of polymer (sludge) formation. Triethylamine and tributylamine have been found to be effective, particularly in promoting the hydrochlorination of tertiary alcohols.
Claims12
In the liquid phase hydrochlorination of a Type III olefin to produce the corresponding tertiary alkyl chloride by injecting gaseous hydrogen chloride into a liquid reaction medium containing said olefin and from about 20 to about 50 weight percent of a hydrocarbon solvent which boils in the range between about 75 and about 360.degree. F. and is an inert liquid at the hydrochlorination temperature, the improvement which comprises adding from about 0.3 to about 15 weight percent of an amine promoter selected from the group consisting of tributylamine, triethylamine, n-butylamine, tetramethylammonium hydroxide, and pyridine to said medium, injecting said gaseous hydrogen chloride into said medium at a temperature between about 20.degree. and about 100.degree. F. and a pressure between about 0.5 and about 100 psig, and recovering a tertiary alkyl chloride from said reaction medium.
A process for the preparation of a tertiary alkyl chloride by the hydrochlorination of a Type III olefin which comprises preparing a liquid reaction medium containing said olefin, from about 20 to about 50 weight percent of benzene, and from about 0.3 to about 15 weight percent of tributylamine;
- introducing gaseous hydrogen chloride into said reaction medium while maintaining said medium at a temperature between about 20 and about 100.degree. F. and at a pressure between about 0.5 and about 100 psig;
- and recovering a tertiary alkyl chloride from said reaction medium.
A process for the preparation of a tertiary alkyl chloride by the hydrochlorination of a Type III olefin which comprises preparing a liquid reaction medium containing said olefin, from about 20 to about 50 weight percent of carbon tetrachloride, and from about 0.3 to about 15 weight percent of tributylamine;
- introducing gaseous hydrogen chloride into said reaction medium while maintaining said medium at a temperature between about 20 and about 100.degree. F. and a pressure between about 0.5 and about 100 psig;
- and recovering a tertiary alkyl chloride from said reaction medium.
Dependencies are inferred from the claim text.