FIELD: chemistry.
SUBSTANCE: invention relates to the method of producing 2-undecyloxy-1-ethanol (monogamol), which is pheromone of some insect species of the genus Monochamus (barble beetle) - pests of coniferous forests and commercial timber. The method is that ethylene glycol and reagent are mixed, the reaction mixture is cooled, extracted with ether, the extracts are dried over MgSO4, and the desired product is isolated. Herewith 50% aqueous solution of NaOH is used as a reagent, and mixing is carried out with ethylene glycol taken in excess, with a molar ratio of ethylene glycol: aqueous solution of NaOH - 10:0.5-1, respectively, the process is conducted in an inert gas atmosphere while stirring at a temperature of 100°C and duration of 0.5 h to obtain sodium alcoholate, and then Br-undecane is dropwise added, stirring at a temperature of 100°C for 6 h, 9 h, or 24 h, after cooling the reaction mixture is diluted with water and extracted with diethyl ether, the ether extract is washed with saturated NaCl, dried with MgSO4, and analyzed by GLC and NMR method, and the ratio of the desired product to unconverted Br-undecane is determined, the desired product is isolated by the column chromatography on SiO2.
EFFECT: method allows to obtain the end product with a high output.
2 cl, 1 tbl, 3 ex
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Authors
Dates
2018-01-19—Published
2016-12-16—Filed