Process for preparing isochroman-3-ones

US6075152A · kind A · utility

Assignee

• Clariant Corporation · DE

Inventors

• Holger Geissler · Mainz, DE
• Ralf Pfirmann · Griesheim, DE

Key dates

• Filing date: Apr 5, 1999
• Grant date: Jun 13, 2000
• Expiry date: Apr 5, 2019

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D311/76
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention relates to a process for preparing an isochroman-3-one of the formula (I) by reacting a 1,2-bishalomethylbenzene of the formula (II) ##STR1## in which X is chlorine, bromine or iodine with carbon monoxide and water at a CO pressure of from 0.1 to 50 MPa and a temperature of from 20 to 200.degree. C. in the presence or absence of an ionic halide, in the presence of a palladium catalyst and a dipolar aprotic solvent, where in the formulae (I) and (II) the radicals R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently of one another denote: PA1 a hydrogen or fluorine atom; PA1 a HO.sub.2 CCH.dbd.CH--, NC-- or F.sub.3 C group; PA1 an alkyl, alkoxy or acyloxy radical having in each case 1 to 18 carbon atoms; or a C.sub.6 -C.sub.18 -aryloxy, aryl or heteroaryl radical, where the heteroatoms present are 1 to 3 atoms from the group O, N and/or S; PA1 a R.sup.5.sub.2 P(.dbd.O)--, R.sup.6 C(.dbd.O)--, R.sup.6 OC(.dbd.O)--, R.sup.6 OC(.dbd.O)CH.dbd.CH--, R.sup.7 C(.dbd.O)--, R.sup.7 OC(.dbd.O)CH.dbd.CH-- or R.sup.7.sub.2 P(.dbd.O) radical; in which R.sup.5 is a C.sub.1 -C.sub.4 -alkyl radical, R.sup.6 is a C.sub.1 -C.sub.18 -alkyl radical and R.sup.7 is a C.sub.6 -C.sub.18…