FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing 2,3-dialkyl-1,4-dicyclopropyl-1,4-butanediones of general formula (1):
,
where R=C2H5, C3H7, C4H9, which can be used as initial synthons for synthesis of furans and pyrols in order to produce biologically active compounds for medical and agricultural purposes. The method includes reacting dialkyl acetylene of general formula R-C≡C-R, where R is as indicated above, with twofold excess methyl ether of cyclopropanecarboxylic acid and ethylaluminum dichloride (EtAlCl2) in the presence of magnesium (Mg, powder) and a Cp2TiCl2 catalyst in molar ratio RC≡CR:C3H5CO2CH3:EtAlCl2:Mg:Cp2TiCl2=10:20:(20-30):(10-14):(0.8-1.2), in tetrahydrofuran in an argon atmosphere at 60°C and atmospheric pressure for 4-8 hours.
EFFECT: method enables to obtain the desired products with output of 58-72%.
1 tbl, 11 ex
Title | Year | Author | Number |
---|---|---|---|
METHOD OF JOINT RECOVERY OF 2,3-DIALKYL-2-CYCLOHEPTENE-1-ONES AND 2,3-DIALKYL-2-CYCLOHEPTENE-1,4-DIONES | 2015 |
|
RU2624904C2 |
METHOD FOR METHYL n-[3,4-DIALKYL-5-(n-METHOXY-n-OXOALKYL)-2-FURYL] ALKANOATES PRODUCTION | 2015 |
|
RU2614250C2 |
2,3-DIALKYL-2-CYCLOOCTENE-1-ONE PREPARATION PROCESS | 2016 |
|
RU2664661C2 |
METHOD OF COMBINED PREPARATION OF 1-ETHYL -2,3-DIACKYL (PHENYL)ALUMACYCLOPROPENES, 1-ETHYL-2,3-DIALKYL (PHENYL)ALUMACYCLOPENT-2-ENES AND 1-ETHYL-2,3,4,5-TETRAALYLALUMACYCLOPENTADIENES | 1999 |
|
RU2160269C1 |
METHOD OF PRODUCING 3-ALKYL-3-METHYL-1-PHENYL-3-OLS | 2014 |
|
RU2596878C2 |
METHOD OF OBTAINING TETRAALKYL-SUBSTITUTED FURANS | 2012 |
|
RU2536407C2 |
METHOD OF COMBINED PREPARATION OF 1-(ALKOXY)-2,3-DIALKYL (PHENYL)ALUMACYCLOPROPENES, 1-(ALKOXY)-2,3-DIALKYL(PHENYL)ALUMACYCLOPROPENT-2- ENES AND 1-(ALKOXY)-2,3,4,5-TETRAALKYLALUMACYCLOPENTADIENES | 1999 |
|
RU2160268C2 |
METHOD OF COMBINED PREPARATION OF 1-(DIALKYLAMINE)-2,3- DIALKYL(PHENYL)ALUMACYCLOPROPENES, 1-(DIALKYLAMINE)-2,3- DIALKYL(PHENYL)ALUMACYCLOPENT-2-ENES AND 1- (DIALKYLAMINE)-2,3,4,5-TETRAALKYLALUMACYCLOPENTADIENES | 1999 |
|
RU2157374C1 |
METHOD OF SYNTHESIS OF 1-ETHYL-2,3-DIPHENYL(ALKYL)ALUMACYCLO-PROPENES | 1996 |
|
RU2152393C1 |
PROCESS FOR THE PREPARATION OF 3-ALKYL(PHENYL)-2,5-DIPHENYL-1H-PYRROLES | 2017 |
|
RU2677470C2 |
Authors
Dates
2015-10-20—Published
2014-04-08—Filed