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filingDate 1998-02-12-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_04c843f31773c34bfeb6f160e5813c87
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_cf2c9efd4e3fb8151ffb2d78987dfde8
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publicationDate 2001-04-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber NZ-337084-A
titleOfInvention Method for preparing substituted 4-phenyl-4-cyanocyclohexanoic acids and cyano or sulphonyl substituted spiro-oxiranyl-cyclohexane intermediates
abstract A method for preparing substituted 4-phenyl-4-cyanocyclohexanoic acids of formula I comprises treating a compound of formula II with a Lewis acid in an aqueous solvent at a temperature between about 60 and 100oC, optionally under an inert atmosphere for a time sufficient for the reaction to go to completion. In formulae (I) and (II): R1 is -(CR4R5)nC(O)O(CR4R5)mR6, -(CR4R5)nC(O)NR4(CR4R5)mR6, -(CR4R5)nO(CR4R5)mR6 or -(CR4R5)rR6 wherein the alkyl moieties may be optionally substituted with one or more halogens; m is 0 to 2; n is 1 to 4; r is 0 to 6; R4 and R5 are independently hydrogen or alkyl; R6 is hydrogen, methyl, hydroxyl, aryl, halo substituted aryl, aryloxy alkyl, halo substituted aryloxy alkyl, indanyl, indenyl, polycycloalkyl, tetrahydrofuranyl, furanyl, tetrahydropyranyl, pyranyl, tetrahydrothienyl, thienyl, tetrahydrothiopyranyl, thiopyranyl, cycloalkyl or cycloalkyl containing one or two unsaturated bonds, wherein the cycloalkyl and heterocyclic moieties may be optionally substituted by 1 to 3 methyl groups or one ethyl group; provided that: a) when R6 is hydroxyl, then m is 2; b) when R6 is hydroxyl, then r is 2 to 6; c) when R6 is 2-tetrahydropyranyl, 2-tetrahydrothiopyranyl, 2-tetrahydrofuranyl, or 2-tetrahydrothienyl, then m is 1 or 2; d) when R6 is 2-tetrahydropyranyl, 2-tetrahydrothiopyranyl, 2-tetrahydrofuranyl, or 2-tetrahydrothienyl, then r is 1 to 6; or e) when n is 1 and m is 0, then R6 is other than H in -(CR4R5)nO(CR4R5)mR6, X is YR2, halogen, nitro, NH2, or formyl amine; X2 is O or NR8; Y is O or S(O)m'; m' is 0 to 2; R2 is independently -CH3 or -CH2CH3 optionally substituted by 1 or more halogens; R3 is hydrogen, halogen, alkyl, CH2NHC(O)C(O)NH2, halo-substituted alkyl, -CH=CR8'R8', cyclopropyl optionally substituted by R8', CN, OR8, CH2OR8, NR8R10, CH2NR8R10 C(Z')H, C(O)OR8, C(O)NR8R10, or CÂșCR8'; R8 is hydrogen or alkyl optionally substituted by one to three fluorines; R8' is R8 or fluorine; R10 is OR8 or R11; R11 is hydrogen or alkyl optionally substituted by one to three fluorines; Z' is O, NOR8, NCN, C(-CN)2, CR8CN, CR8NO2, CR8C(O)OR8, CR8C(O)NR8R8, C(-CN)NO2, or C(-CN)C(O)NR8R8; R' and R" are independently hydrogen or -C(O)OH. A compound of formula II(a) or II(b)or of formula (Z), (IV) or (VI) wherein R1, R3 and X2 are as defined above is disclosed.
priorityDate 1997-02-12-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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