Production of beta-halogenoformyl-ethyl phosphinic acid halides

US4022826A · kind A · utility

Assignee

• Hoechst GmbH · DE

Inventors

• Elmar Lohmar
• Klaus Gehrmann · Lechenich, DE
• Alexander Ohorodnik · Lechenich, DE
• Paul Stutzke · Brühl, DE

Key dates

• Filing date: Jun 29, 1976
• Grant date: May 10, 1977
• Expiry date: Jun 29, 1996

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/34
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Beta-halogenoformyl-ethyl phosphinic acid halides of the general formula: EQU R.sup.1 XP(O)--CHR.sup.2 --CHR.sup.3 --CO--X, in which R.sup.1 stands for an alkyl radical having 1, 2, 3 or 4 carbon atoms or a phenyl radical, R.sup.2 and R.sup.3 each stand for hydrogen or CH.sub.3, and X stands for chlorine or bromine, are produced by reacting an alkyldihalogenophosphine having 1, 2, 3 or 4 carbon atoms in its alkyl radical, or a phenyldihalogenophosphine, with acrylic acid, methacrylic acid or crotonic acid. To this end, a quantity of the desired beta-halogenoformyl-ethyl phosphinic acid halide is introduced into a reaction zone and circulated in the form of a melt at 50.degree. to 120.degree. C and at a flow rate of 0.1 to 3 m/s., through a heat exchanger; the circulated phosphonic acid halide is admixed with equimolar proportions of the respective starting materials and the resulting mixture is allowed to undergo reaction for a period of 5 to 120 minutes, and beta-halogenoformyl-ethyl phosphinic acid halide is removed.