FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing optically active (1R,2R,5R)-[[5-methyl-2-(1-methylethyl)cyclohexyl]oxy]dichloralane of formula (1) , which can be used in fine organic synthesis and organometallic synthesis, particularly during production of enantiomerically pure products with high optical output. The method involves reacting (1R,2R,5R)-5-methyl-2-(1-methylethyl)cyclohexanol (D-menthol) with ethyl aluminium dichloride (EtAlCl2), in molar ratio D-menthol : EtAlCl2 equal to 10:(10÷14), in an argon atmosphere in a benzol medium at room temperature for 1 to 3 hours.
EFFECT: obtaining desired product with high output and regioselectivity.
1 tbl, 5 ex
Title | Year | Author | Number |
---|---|---|---|
METHOD OF OBTAINING OPTICALLY ACTIVE (1S,2S)-1,7,7-TRIMETHYL-2-[(DICHLOROALUMINIUM)OXY]BICYCLO[2,2,1]HEPTANE | 2007 |
|
RU2356905C1 |
N-ALKYLCARBONYLAMINOACID ETHERS AND N-ALKYLCARBONYLAMINOLACTONS AND APPLICATION THEREOF | 2006 |
|
RU2417218C2 |
PRODRUG OF THE AMINO ACID DERIVATIVE | 2017 |
|
RU2739318C2 |
1-SUBSTITUTED TETRAHYDROISOQUINOLINE DERIVATIVE, BASED ON THEM PHARMACEUTICAL COMPOSITION AND METHODS OF THEIR APPLICATION | 2008 |
|
RU2468010C2 |
BENZYLPHENYLCYCLOHEXANE DERIVATIVES AND METHODS OF THEREOF APPLICATION | 2008 |
|
RU2505521C2 |
METHOD FOR SYNTHESIS OF 1,2,3,4,5,6,10,11,12,13,14,15,15a,15b-TETRADECAHYDRODICYCLONONE [b, d] SELENOPHENE | 2008 |
|
RU2383538C1 |
1,2,3,4,5,6,7,9,10,11,12,13,14,15-TETRADECAHYDRO-DICYCLONONE[b,d]THIOPHENE SYNTHESIS METHOD | 2008 |
|
RU2402542C2 |
1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 15a, 15b-TETRADECAHYDRODICYCLONONA[b,d]THIOPHENE SYNTHESIS METHOD | 2008 |
|
RU2378266C1 |
METHOD OF SYNTHESIS OF OPTICALLY ACTIVE DIMERIC COMPLEXES OF (1S,2S,5S)-(6'-METHOXYQUINOLYL-4')-(5-VINYL-1-AZABICYCLO-[2,2,2]-OCT-2-YL)-(DIALKYL-ALUMINA)-OXYMETHANES | 2001 |
|
RU2196773C2 |
METHOD OF SYNTHESIS OF OPTICALLY ACTIVE DIMERIC COMPLEXES OF (1S,2S)-1,7,7-TRIMETHYL-2-[(DIALKYL-ALUMINA)OXY]- BICYCLO[2,2,1]HEPTANES | 2001 |
|
RU2192424C1 |
Authors
Dates
2009-11-20—Published
2007-10-23—Filed