Pressurized chlorination and bromination of aromatic compounds
AssigneeOccidental Chemical Corporation
InventorsMichael C. Savidakis, David C. Johnson
Life of this patent
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Abstract
Disclosed is a method of adding 1 to 4 chlorine or bromine atoms to an aromatic ring of compound that has at least one electron-withdrawing groups on that ring. The aromatic compound is reacted with a chlorinating agent or a brominating agent in the presence of about 0.1 to about 10 mole % of a Lewis acid catalyst at a temperature of ambient to about 100° C. and a pressure of about 10 to about 100 psig.
Claims20
A method of adding 1 to 4 chlorine or bromine atoms to the aromatic ring of a compound having at least one electron-withdrawing group on said ring comprising reacting said compound with a chlorinating agent or a brominating agent in the presence of about 0.1 to about 10 mole % of a Lewis acid catalyst at a temperature of ambient to about 100° C. and a pressure of about 10 to about 100 psig.
A method of adding 1 to 3 chlorine atoms to the ring of a compound having the general formula
- comprising
- (A) charging an autoclave with said compound and about 0.5 to about 5 mole % of a Lewis acid;
- and
- (B) adding about 1 to about 3 equivalents of chlorine gas to said reactor per chlorine atom to be added to said ring;
- and
- (C) heating said reactor to a temperature of about 40 to about 75° C. and a pressure of about 20 to about 75 psig, where each R′ is independently selected from an carboxylate, keto, trihalomethyl, and nitrilo, each R″ is independently selected from R or OR, R is alkyl from C1 to C6, m is 1 or 2, and n is 0 to 5−m.
A method of adding 1 to 3 chlorine atoms to the aromatic ring of methyl-4-methylbenzoate comprising
- (A) placing in an autoclave
- (1) methyl-4-methylbenzoate;
- (2) about 0.5 to about 5 mole % ferric chloride;
- and
- (3) about 1 to about 3 equivalents of chlorine gas per chlorine atom to be added to the ring of said aromatic ring;
- and
- (B) heating said autoclave to a temperature of about 40 to about 75° C. and a pressure of about 20 to about 75 psig.
Dependencies are inferred from the claim text.