Preparation of indolenines

US5210214A · kind A · utility

Assignee

• BASF SE

Inventors

• Klaus Diehl · Haßloch, DE
• Martin Fischer · Ludwigshafen, DE
• Manfred Dimmler · Schifferstadt, DE

Key dates

• Filing date: Apr 10, 1992
• Grant date: May 11, 1993
• Expiry date: Apr 10, 2012

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D209/08
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A process for preparing indolenines of the formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are independently of one another hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.3 -C.sub.8 -cycloalkyl, aryl, C.sub.7 -C.sub.20 -alkylphenyl, C.sub.7 -C.sub.20 -phenalkyl, or R.sup.1 and R.sup.2 or R.sup.1 and R.sup.3 together are an unsubstituted or C.sub.1 -C.sub.12 -alkyl-substituted C.sub.3 -C.sub.8 -alkylene chain, PA1 X and Y are independently of one another hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, C.sub.2 -C.sub.8 -alkoxyalkyl, C.sub.2 -C.sub.8 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylsulfonyl, halogen, nitro or cyano, by reacting a 4-methylene-1,3-dioxolan-2-one of the formula II ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are each as defined above, with an aniline of the formula III ##STR3## where X and Y are each as defined above, in the presence of a Lewis acid and in the presence or absence of a halide of main group 1 or 2 of the Periodic Table at from 100.degree. to 350.degree. C. and at from 1 to 50 bar, comprises carrying out the reaction in a polar solvent.