METHOD OF PRODUCING 2-[(OXYPHENYL)METHYL]BUTANE-1,4-DIOLS Russian patent published in 2018 - IPC C07C41/26 C07C43/23 

FIELD: chemistry.

SUBSTANCE: invention relates to the method of producing 2-[(oxyphenyl)methyl]butane-1,4-diols of the general formula (1a-d)

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a) R₁=R₃=H, R₂=OMe; b) R₁=H, R₂=R₃=OMe; c) R₁=H, R₂=OMe, R₃=OH; d) R₁=R₂=R₃=OMe, which are used in the synthesis γ-butyrolactones, lignans, 3-(arylmethyl) pyrrolidines. The method consists in the reaction of allylarene with triethylaluminum (AlEt₃) in the presence of a catalyst Cp₂ZrCl₂ followed by oxidation and hydrolysis. Herewith substituted allylbenzene (allylanisole, 4-allyl-1,2-dimethoxybenzene, 4-allyl-2-methoxyphenol (eugenol), 5-allyl-1,2,3-trimethoxybenzene) are used as allylarene, the reaction is conducted at a molar ratio of allylarene: AlEt₃: [Zr] = 50:(150-180):(1-2), at a temperature of 22°C and an atmospheric pressure for 16 hours in toluene, the subsequent oxidation is carried out with dry O₂ for 24 h, and the hydrolysis is carried out using the 10% HCl solution.

EFFECT: increasing the output of target products.

1 tbl, 19 ex