Transvinylation as a first stage of coupling production of vinyl esters and acetic acid or propionic acid reaction products

US9174921B2 · kind B2 · utility

Assignee

• OXEA GMBH · DE

Inventors

• Leif Johnen · Voerde, DE
• Heinz Strutz · Usingen, DE

Key dates

• Filing date: Jan 18, 2013
• Grant date: Nov 3, 2015
• Expiry date: Jan 18, 2033

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C69/01
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Process for coproduction of a vinyl ester of the formula R—C(O)O—CH═CH2 by transvinylation reaction of a carboxylic acid of the formula R—C(O)OH with a transvinylating reagent of the formula R1—C(O)O—CH═CH2, characterized in that (a) the transvinylation reaction is conducted continuously at a temperature of 90 to 160° C. and at a pressure of 0.5 to 15 MPa without withdrawal of a reactant in the presence of a transition metal catalyst containing at least one transition metal selected from the group of ruthenium, osmium, rhodium, iridium, palladium and platinum; (b) the resulting reaction mixture is separated into its constituents and the vinyl ester of the formula R—C(O)O—CH═CH2 and the carboxylic acid of the formula R1—C(O)—OH are removed; and (c) the carboxylic acid obtained after step (b) is converted to a derivative of the formula R1—C(O)—X, R1—CH2—OH or R6—C(O)—OH in which X is vinyloxy, O—CH═CH2, halogen, alkoxy of the formula OR2 in which R2 is a substituted or unsubstituted hydrocarbyl radical having 1 to 10 carbon atoms, amino of the formula NR3R4 in which R3 and R4 are each independently hydrogen or a substituted or unsubstituted hydrocarbyl radical having 1 to 10 carbon a…