Process for preparing aminobenzoate esters
AssigneeAir Products and Chemicals, Inc.
InventorsAndrew Wilson Wang, George Ernest Grossmann
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Abstract
The present invention herein provides a process for making an aminobenzoate ester of an alcoholic organic compound. In one aspect, there is provided a process for making an aminobenzoate ester comprising the steps of: (a) providing a reaction mixture comprising an alkyl aminobenzoate, an alcohol reagent and a suitable transesterification catalyst; (b) introducing an auxiliary alcohol to the reaction mixture; and (c) exposing the reaction mixture to conditions effective to provide an end-product mixture comprising the aminobenzoate ester.
Claims17
A process for preparing an end-product mixture comprising an aminobenzoate ester comprising the following formula (I) (NH2C6H4COO)xR2(OH)y wherein R2 is a linear or branched, substituted or unsubstituted alkyl and/or alkylene group having from 3 to 300 carbon atoms and wherein x and y are each independently a number ranging from 0 to 100 provided that neither x nor y can be zero concurrently, the process comprising the steps of:
- (a) providing a reaction mixture comprising an alkyl aminobenzoate comprising the following formula (II) NH2C6H4COOR1 where R1 is an alkyl group having from 1 to 20 carbon atoms, an alcohol reagent comprising the following formula (HO)nR2 wherein n is a sum of the expression “x+y” and an auxiliary alcohol wherein the auxiliary alcohol has a vapor pressure that is greater than a vapor pressure of the alkyl aminobenzoate and the aminobenzoate ester wherein at least a portion of the auxiliary alcohol within the reaction mixture reacts to provide an alcohol by-product and wherein the alcohol by-product has a boiling point that is less than a boiling point of the auxiliary alcohol;
- and
- (b) exposing the reaction mixture to conditions effective to provide an end-product mixture comprising the aminobenzoate ester.
A process for making an aminobenzoate ester comprising the steps of:
- (a) providing a reaction mixture comprising an alkyl aminobenzoate and an alcohol wherein at least a portion of the alcohol reagent reacts with the alkyl aminobenzoate to provide an alcohol by-product reagent;
- (b) introducing an auxiliary alcohol to the reaction mixture wherein the auxiliary alcohol has a boiling point that is less than a boiling point of the alkyl aminobenzoate and a boiling point of the aminobenzoate ester and higher than a boiling point of the alcohol by-product;
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- (c) heating the reaction mixture to a temperature of 120° C. or greater for a time sufficient to produce an end-product mixture comprising the aminobenzoate ester.
A process for making an aminobenzoate ester of a polymerized alcohol comprising the steps of:
- (a) providing a reaction mixture comprising an alkyl aminobenzoate, an alcohol reagent, and a transesterification catalyst;
- (b) introducing an auxiliary alcohol to the reaction mixture wherein at least a portion of the auxiliary alcohol within the reaction mixture reacts to provide an alcohol by-product and wherein the alcohol by-product has a vapor pressure that is higher than a vapor pressure of the auxiliary alcohol;
- and
- (c) exposing the reaction mixture to conditions effective to provide an end-product mixture comprising the aminobenzoate ester.
Dependencies are inferred from the claim text.