Preparation of phenoxy-substituted esters and intermediates therefor

US4870205A · kind A · utility

Assignee

• BASF SE

Inventors

• Guenter Schulz · Ludwigshafen, DE
• Hubert Sauter · Mannheim, DE

Key dates

• Filing date: Dec 7, 1987
• Grant date: Sep 26, 1989
• Expiry date: Dec 7, 2007

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C69/16
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Compounds of the formula I ##STR1## where A is C.sub.1 -C.sub.4 -alkyl, phenyl or C.sub.7 -C.sub.12 -aralkyl and l is 0 or 1, R.sup.2 is C.sub.1 -C.sub.4 -alkyl, n is 0, 1, 2 or 3, m is 1, 2 or 3 and Y is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, trifluoromethyl, phenyl or phenoxy, and, where m is greater than 1, the individual atoms or groups Y are identical or different, are prepared by a process in which, in a first stage, a diester of the formula II ##STR2## is hydrolyzed with one equivalent of an aqueous alkali metal hydroxide to give the alcohol of the formula IIIa ##STR3## in a second stage this alcohol is converted with a halo-generating agent or a sulfonyl chloride or bromide into a compound of the formula IIIb ##STR4## where X is a necleophilically displaceable leaving group, such as chlorine, bromine, mesyl or tosyl, and then, in a third stage, the compound IIIb is reacted with a phenolate of the formula IV ##STR5## where Y and m have the abovementioned meanings, in the presence of an aprotic solvent to give compound I. Furthermore, diesters of the formula II and a process for their preparation are provided, the said dieste…