PRODUCING 3-PHENOXYBENZYL 2- 4-ALKOXYPHENYL - 2 METHYLPROPYL ETHERS

• Main Authors: TAMOTSU ASANO, TERUYUKI NAGATA, SATOSHI NUMATA, MITSUMASA UMEMOTA
• Format: Patent
• Language: English
• Published: 03.05.1984
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; AGRICULTURE; ANIMAL HUSBANDRY; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; CHEMISTRY; FISHING; FORESTRY; HUMAN NECESSITIES; HUNTING; METALLURGY; ORGANIC CHEMISTRY; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS; PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF; TRAPPING

The present invention relates to a process for producing 3-phenoxybenzyl 2-(4-alkoxyphenyl)-2-methylpropyl ethers having excellent insecticidal and acaricidal activities which are represented by formula (IV): (IV) wherein R is a lower alkyl group and X1 and X2 are each a hydrogen or fluorine atom, which comprises reacting a 3-halogeno-4-alkoxyneophyl halide represented by the formula (I): (I) wherein Y1 and Y2 are each a hydrogen, chlorine or bromine atom, at least one of them being a chlorine or bromine atom, R has the same meaning as above and X is a halogen atom, with a 3-phenoxybenzyl alcohol represented by the formula (II): (II) wherein X1 and X2 have the same meaning as above, in the presence of a base to obtain a 3-phenoxybenzyl 2-(4-alkoxy-3-halogenophenyl)-2-methylpropyl ether represented by the formula (III): (III) wherein Y1, Y2, R, X1 and X2 have the same meaning as above, and then subjecting the product to a hydrodehalogenation reaction, and relates to a process for producing a 3-halogeno-4-alkoxyneophyl halide represented by formula (I), which comprises reacting a 2-halogeno-1-alkoxybenzene represented by formula (V): (V) wherein Y1 and Y2 are each a hydrogen, chlorine or bromine atom, at least one of them being a chlorine or bromine atom, and R represents a lower alkyl group, with a methallyl halide in the presence of an acid catalyst at -20 DEG to 50 DEG C.