Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1996-09-06
1999-03-23
Geist, Gary
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
560 67, C07C 6976
Patent
active
058862099
ABSTRACT:
A multi-stage catalytic process for preparing a 2-(4-hydroxyphenoxy)-propionate, especially methyl 2-(4-hydroxyphenoxy)-propionate, with a purity greater than 99% by esterifying the corresponding 2-(4-hydroxyphenoxy)-propionic acid with an excess amount of alcohol, e.g. methyl alcohol, in a series of at least 2 up to 10 sequential stages at temperatures of 20.degree. to 150.degree. C. and pressures of 0.05 to 5 bar in the presence of a distillable acid catalyst such as hydrochloric acid or hydrogen chloride. In a first esterification stage, unreacted alcohol is removed from the ester product in vacuo at temperatures of 30.degree. to 100.degree. C. together with other volatile components, including the acid catalyst. Without a separate purification of the resulting ester as the bottoms product of the first stage, the esterification step is repeated in at least one additional stage. The final ester product of this multi-stage process is characterized by a water content of less than 0.1%, a halide content of less than 100 ppm, an organic halogen content of less than 50 ppm and a content of all other contaminating compounds of less than 0.1%.
REFERENCES:
patent: 4547583 (1985-10-01), Nestler
Morrison and Boyd 3rd edition "Organic Chemistry" 1975 pp. 602-603.
Beilstein BRN 2720530-Record -#1 , 1981 Kuchan, Collect. Czech. Chem. Commun-1.
Dimmler Manfred
Henklemann Jochem
Hupfeld Bernd
Wettling Thomas
BASF - Aktiengesellschaft
Geist Gary
Shurtleff John H.
Vollano Jean F.
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