OPTICALLY ACTIVE 3-ALKYL-1-HYDROXY-1'S-METHYLCYCLOPENTANOL SYNTHESIS METHOD Russian patent published in 2010 - IPC C07C35/06 C07C29/00 

FIELD: chemistry.

SUBSTANCE: invention relates to a method for synthesis of optically active 3-alkyl-1-hydroxy-1'S-methylcyclopentanols of general formula R=n-C₄H₉, n-C₅H₁₁, n-C₈H₁₇, which can be used in fine organic synthesis. The disclosed method involves reaction of α-olefins of general formula RCH=CH₂, where R=n-C₄H₉, n-C₅H₁₁, n-C₈H₁₇ with triethylaluminium (AlEt₃) in the presence of a zirconocene dichloride (Cp₂ZrCl₂) catalyst in an argon atmosphere at room temperature and atmospheric pressure in hexane for 8 hours, with subsequent transfer of the reaction mass into an autoclave and addition of a copper chloride catalyst (CuCl) at -15°C and (S)-methyl ether of lactic acid (CH₃CH(OH)CO₂CH₃) in molar ratio α-olefin: AlEt₃ : Cp₂ZrCl₂ : CuCl : (CH₃CH(OH)CO₂CH₃)= 10 : (20-24) : (0.3-0.7) : (0.8-1.2) : (10-14), stirring the reaction mass at 60°C for 6-8 hours and hydrolysis of the reaction mass.

EFFECT: high output of end product (36-57%).

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