METHOD FOR SYNTHESIS OF DIASTEREOMERICALLY PURE 4-METHYL(ETHYL)-2-N-ALKYL-SUBSTITUTED 1-ALKANOLS Russian patent published in 2019 - IPC C07C29/141 C07C31/04 C07C31/08 C07C31/125 

FIELD: chemistry.

SUBSTANCE: disclosed is a method of producing diastereomerically pure dialkyl-substituted primary alcohols of 4-methyl(ethyl)-2-n-alkyl-substituted 1-alkanols of general formula (1a–c, 2a–c):

(1a–c), (2a–c) 1: R¹=Me, R=n-C₄H₉(a), n-C₆H₁₃(b), n-C₈H₁₇(c); 2: R¹=Et, R=n-C₄H₉(a), n-C₆H₁₃(b), n-C₈H₁₇(c), interaction of terminal linear alkenes with alkylating agent AlR¹₃ in presence of catalysts rac-[Y(η⁵-C₉H₁₀)₂]ZrCl₂ and methylalumoxane with subsequent oxidation and hydrolysis, according to the invention, alkenes used are (where R=n-C₄H₉, n-C₆H₁₃, n-C₈H₁₇), alkylating agent used is AlR¹₃ (where R¹=Me, Et), used as catalysts are rac-[Y(η⁵-C₉H₁₀)₂]ZrCl₂ (Y=SiMe₂, C₂H₄), reaction is carried out in molar ratio [Zr]:[alkene]:[AlR¹₃]:[MAO]=1:200:(200–240):40, temperature 22 °C and atmospheric pressure for 72 hours in toluene, subsequent oxidation is carried out with dry O₂ for 2 hours, hydrolysis is carried out using 10 % HCl solution.

EFFECT: design of a single-reactor method of producing diastereomerically pure 2-n-alkyl-4-methyl(ethyl)-substituted 1-alkanols (1a–c, 2a–c) in reaction of linear terminal alkenes with trialkylaluminium (AlR¹₃, R¹=Me, Et) in presence of catalysts rac-[Y(η⁵-C₉H₁₀)₂]ZrCl₂ (Y=SiMe₂, C₂H₄) followed by dry O₂ oxidation of reaction mass and hydrolysis with HCl.

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