RU2219157C1 - Method of preparing 1-methyl-3-alkylcyclopentane-1-ols - Google Patents

Abstract

FIELD: organic synthesis. SUBSTANCE: 1-methyl-3-alkylcyclopentane-1-ols of general formula I:

(I), wherein R represents n-butyl, n- hexyl, or n-octyl is obtained via reaction of corresponding alpha-olefin with triethylaluminum at molar ratio 10:(1- 14), respectively, in presence of zirconacene dichloride (RCH = CH₂,) taken in amount 3-7 mol % based on alpha-olefin of general formula Cp₂ZrCl₂, wherein R is the same as above - mentioned, reacts in hexane as solvent at room temperature and atmospheric pressure of argon, followed by adding, at temperature -15 C, cuprous chloride catalyst in amount 8-12 mol % based on alpha-olefin and ethyl acetate in equivalent amount to triethylaluminum. Reaction mixture is then stirred at ambient temperature and hydrolyzed. EFFECT: enabled synthesis of 1-methyl-3-alkylcyclopentane-1-ols from accessible reactants under mild conditions. 1 tbl, 11 ex

Description

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Claims (1)

The method of obtaining 1-methyl-3-alkylcyclopentan-1-tins of General formula (1):

where R = n-C ₄ H ₉ , n-C ₆ H ₁₃ , n-C8H _17, characterized in that the corresponding α-olefin of the General formula RCH = CH ₂ in which R is the same as defined above, is subjected to interaction with triethylaluminium at a molar ratio of RCH = CH ₂ : AlEt ₃ = 10: (10-14) in the presence of a catalyst of zirconacene dichloride Cp ₂ ZrCl ₂ , taken in an amount of 3-7 mol.% with respect to α-olefin, in an argon atmosphere at room temperature and atmospheric pressure in hexane, followed by adding to the reaction mass at a temperature of -15 ° C a catalyst of copper chloride (CuCl) in an amount of 8-12 mol.% relative crosslinking to α-olefin and ethyl acetate in an equimolar amount with respect to AlEt ₃ , after which the reaction mass is stirred at room temperature, followed by hydrolysis of the reaction mass.

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