FIELD: chemistry.
SUBSTANCE: present invention relates to a method for synthesis of 1,2,3,4,5,6,10,11,12,13,14,15,15a,15b-tetradecahydrodicyclonone[b,d]selenophene of general formula (1) . The method involves reaction of cyclonone-1,2-diene with ethylmagnesiumbromide (EtMgBr/ether) in the presence of Mg (powder) and a titanocene dichloride (Cp2TiCl2) catalyst taken in molar ratio cyclonone-1,2-diene : EtMgBr : Mg : Cp2TiCl2 = 20:(22-26):20:(1.0-1.4), preferably 20:24:20:1.2. The reaction takes place in an argon atmosphere at room temperature (20-22°C) and atmospheric pressure for 6-8 hours in diethyl ether, with subsequent addition of an amount of selenium (Se) which is equimolar to EtMgBr, benzene as a solvent and heating the reaction mass for 5 hours at temperature of approximately 40°C.
EFFECT: obtained compound can be used in fine organic synthesis, as well as obtaining biologically active heterocyclic compounds.
1 ex, 1 tbl
Title | Year | Author | Number |
---|---|---|---|
1,2,3,4,5,6,10,11,12,13,14,15,15a,15b-TETRADECAHYDRO-DICYCLONONE[b,d]THIOPHENE SYNTHESIS METHOD | 2008 |
|
RU2398772C2 |
2-ALKYL-5,6,7,8,9,10-HEXAHYDRO-4-CYCLONONE[b]SELENOPHENE SYNTHESIS METHOD | 2008 |
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METHOD OF PRODUCING 1,2,3,4,5,6,7,9,10,11,12,13,14,15-TETRADECAHYDRODICYCLONONE[b,d]THIOPHENE | 2008 |
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RU2382775C1 |
METHOD FOR SYNTHESIS OF 1,2,3,4,5,6,10,11,12,13,14,15,15a,15b-TETRADECAHYDRODICYCLONONE [b, d] SELENOPHENE | 2008 |
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1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 15a, 15b-TETRADECAHYDRODICYCLONONA[b,d]THIOPHENE SYNTHESIS METHOD | 2008 |
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METHOD OF PRODUCING 2,3-DIALKYL-5-ALKYLIDENEMAGNESA-CYCLOPENT-2-ENES | 2006 |
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RU2374255C2 |
1,2,3,4,5,6,7,9,10,11,12,13,14,15-TETRADECAHYDRO-DICYCLONONE[b,d]THIOPHENE SYNTHESIS METHOD | 2008 |
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RU2402542C2 |
Authors
Dates
2010-10-20—Published
2008-08-20—Filed