METHOD OF PRODUCING 1-(8-METHOXY-4,8-DIMETHYLNONYL)-4-(1-METHYLETHYL)BENZENE FROM ISOPRENE (VERSIONS) Russian patent published in 2015 - IPC C07C43/164 C07C41/20 

FIELD: chemistry.

SUBSTANCE: invention relates to versions of a method of producing 1-(8-methoxy-4,8-dimethylnonyl)-4-(1-methylethyl)benzene, which is an environmentally safe insecticide (juvenoid) used to protect plants. One of the versions includes reacting isoprene with a dialkylamine selected from: dimethylamine, diethylamine, piperidine, morpholine, in the presence of a catalyst, such as butyllithium or lithium, at temperature of 20-60°C; the obtained neryl dialkylamine is methoxylated with methanol while heating in the presence of 1-1.2 equivalents of H₂SO₄ or HClO₄ to form the corresponding N-(7-methoxy-3,7-dimethyl-2Z-octenyl)dialkylamine, which undergoes quaternisation with ethyl- or methyl iodide and the obtained N-(7-methoxy-3,7-dimethyl-2Z-octenyl)trialkylammonium iodide undergoes cross-coupling with an organomagnesium compound, such as para-isopropylbenzylmagnesium chloride, in the presence of a copper catalyst in the form of CuBr or Li₂CuCl₄ at low temperature of (-5°C) - (-10°C) to form 1-(8-methoxy-4,8-dimethylnonen-3-yl-1)-4-(1-methylethyl)benzene, which is hydrogenated with hydrogen in the presence of a Pd/BaSO₄ catalyst and AcOH in ethanol solution at atmospheric pressure and temperature of 20-25°C and the end product is obtained.

EFFECT: versions of the method enable to obtain the end product with high output.

3 cl, 7 ex