PRODUCTION OF 3-HALOGENO-4-ALKOXYNEOPHYL HALIDE

• Main Authors: UMEMOTO MITSUMASA, NAGATA TERUYUKI, NUMATA SATOSHI, ASANO TAMOTSU
• Format: Patent
• Language: English
• Published: 12.03.1985
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; APPARATUS THEREFOR; CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY; CHEMISTRY; GENERAL METHODS OF ORGANIC CHEMISTRY; METALLURGY; ORGANIC CHEMISTRY; PERFORMING OPERATIONS; PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL; THEIR RELEVANT APPARATUS; TRANSPORTING

PURPOSE:To produce the titled compound useful as an intermediate of insecticide, etc. selectively, in an industrial scale, at a low cost, by reacting a 2-halogeno-alkoxybenzene with methallyl halide in the psesence of an acid catalyst under specific temperature condition. CONSTITUTION:The objective compound of formula I can be prepared economically in an industrial scale, by reacting the 2-halogeno-alkoxybenzene of formula I (at least one of Y1 and Y2 is Cl or Br; R is lower alkyl) which is available industrially at a low cost with a methallyl halide at -20-+50 deg.C, preferably 0-30 deg.C in the presence of an acid catalyst, preferably trifluoromethanesulfonic acid or concentrated sulfuric acid, wherein the methallyl halide is added preferably together with the catalyst to the system to effect the selective alkylation of the compound of formula I at the p-position of the alkoxy group. The produced compound can be converted to the compound of formula III having high insecticidal and miticidal activity, economically in high yield.