FIELD: organic chemistry, organic synthesis, paint-vehicle production.
SUBSTANCE: invention relates to new method for production of 1,3,4-trialkylcyclopentane-1-ols of general formula 1 , wherein R is n-C4H9, n-C6H13, R' is CH3, C2H5, useful in production of paint-vehicle production, high effective antiscoring and antiwear additives for oils, bioactive compounds, etc. Claimed method includes interaction of alpha-olefins of general formula RCH=CH2, wherein R is as described above, with ethylaluminum dichloride EtAlCl2 and magnesium in ratio RCH=CH2:EtAlCl2:Mg of 10:(5-7):(5-7) in presence of zirconacene dichloride Cp2ZrCl2 as catalyst in molar ratio Cp2ZrCl2/alpha-olefin of 0.03-0.07; in argon atmosphere, at room temperature and ambient pressure in tetrahydrofuran medium, followed by addition into reaction mass nickel chloride phosphine complex [NiCl2.2Ph3P] in molar ratio [NiCl2.2Ph3P]/alpha-olefin of 0.08-0.12, and carboxylic acid ethyl ester R'CO2Et in triple molar excess expressed as EtAlCl2. Target product yield after hydrolysis of reaction mass is 50-74 %.
EFFECT: method of increased yield; products for organic synthesis of improved quality.
1 tbl, 1 ex
Title | Year | Author | Number |
---|---|---|---|
METHOD OF PREPARING TRANS-3,4-DIALKYLCYCLOPENTAN-1-OLS | 2003 |
|
RU2247705C2 |
METHOD FOR PRODUCTION OF 3-n-ALKYL-1-HYDROXYCYCLOPENTANE-n-ALKYLCARBOXYLATES | 2004 |
|
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METHOD OF PRODUCING 1-ETHYL-3-ALKYLALUMINIUM CYCLOPENTANES | 2009 |
|
RU2433132C2 |
METHOD FOR PREPARING 11-CHLORO-1,8,9,10-TETRAALKYL-11-ALUMINATRICYCLO[6.2.1.0]UNDEC-9-ENE-3,6-DIONES | 2005 |
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RU2295530C1 |
OPTICALLY ACTIVE 3-ALKYL-1-HYDROXY-1'S-METHYLCYCLOPENTANOL SYNTHESIS METHOD | 2008 |
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RU2400466C2 |
METHOD FOR PREPARING 1,7,8,9-TETRAALKYL-10-ETHYL-4-OXO-10-ALUMINATRICYCLO[5,2,1,0]-DEC-8-ENE-3,5-DIONES | 2004 |
|
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METHOD OF PRODUCING 10-ALKYL-12-ETHYL-12-ALUMINABICYCLO[7.3.0]DODEC-1( 2 )-ENES | 2008 |
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RU2375368C2 |
METHOD OF PRODUCING 9-ETHYL-11-ALKYL-9-ALUMINABICYCLO[6,3,0]UNDEC-1(8)-ENES | 2008 |
|
RU2373214C1 |
METHOD OF PREPARING 1-VINYL-1-METHYL-3-ALKYLSILACYCLOPENTANES | 2000 |
|
RU2173320C1 |
METHOD FOR PREPARING 10-CHLORO-1,7,8,9-TETRAALKYL-4-METHYL-4-AZA-10-ALUMINATRICYCLO[5.2.1.0]DEC-8-ENE-3,5-DIONES | 2005 |
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RU2295529C1 |
Authors
Dates
2005-04-27—Published
2003-05-16—Filed