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公开(公告)号:DE2831676A1
公开(公告)日:1980-02-07
申请号:DE2831676
申请日:1978-07-19
Applicant: BASF AG
IPC: A23L27/20 , C07D301/02 , C07D303/48 , C07D307/60 , C07D303/22 , C07D301/00 , A23L1/226
Abstract: Bis-epoxy-dialkoxy-alkanes are valuable intermediates for the preparation of the sought-after aromatic 2,5-dimethyl-4-hydroxy-2,3-dihydrofuran-3-one. The novel bis-epoxy-dialkoxy-alkanes are obtained by reacting the corresponding alpha , alpha '-dihalo-1,2-diketones with an alkali metal hydroxide or an alkali metal alkoxide and an alkanol at from -20 DEG to +100 DEG C. To prepare the 2,5-dialkyl-4-hydroxy-2,3-dihydro-furan-3-ones, which are valuable aromatics, the novel bis-epoxy-dialkoxy-alkanes are heated with strong mineral acids or strong organic acids at from 60 DEG to 120 DEG C.
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公开(公告)号:DE2633664A1
公开(公告)日:1978-02-02
申请号:DE2633664
申请日:1976-07-27
Applicant: BASF AG
IPC: C07D307/32
Abstract: of formula (I) is new. It has interesting properties and is useful as an intermediate for the perfuming agent 4-oxo-3-hydroxy-2,5-dimethyl-4,5-dihydrofuran. The parent patent concerned the 1-6C alkyl esters of cpd. (I) and it may be prepd. from these by saponification under mild conditions using NaHCO3, Na2CO3, NaOH or KOH. Alternatively it may be prepd. by hydrogenolysis of the corresp. benzyl esters using Pd or Pt or C, CaCO3, SiO2 or Al2O3 carriers and is ethyl acetate or dioxan as solvent.
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公开(公告)号:DE2534859A1
公开(公告)日:1977-02-24
申请号:DE2534859
申请日:1975-08-05
Applicant: BASF AG
IPC: C07C69/52 , C07C69/587
Abstract: A process for the manufacture of alpha , beta , gamma , delta -unsaturated esters containing a very high proportion of the 4(Z)-isomer, which are valuable perfume and flavor materials. The alpha , beta , gamma , delta -unsaturated esters are manufactured by a Wittig synthesis from phosphoranes and fumaraldehyde-acid esters under specific conditions.
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公开(公告)号:DE2533796A1
公开(公告)日:1977-02-17
申请号:DE2533796
申请日:1975-07-29
Applicant: BASF AG
Inventor: BAUMANN MANFRED DIPL CHEM DR
IPC: C07C403/00 , C07C49/61
Abstract: New 2-cyclohexenyl-1-penten-4-ones have formula (I): (where R1 to R3 are H or Me) One of double bonds in cyclic part and one of double bonds in acryclic part, each shown as dotted lines, is hydrogenated). (I) have spicy, wooden, balmy, faintly fruity odoriferous notes and are useful as perfumes. (I) are pref. prepd. by reacting an acetylenic alcohol with an acetoacetate or with diketen and isomerising the allene formed under acid conditions. In an example, 1-(2',3',6'-trimethyl-cyclohex-1'-en-1'-yl)-pent-1(2)-en-4-one isomers were formed by heating 0.42 mol. 1-ethynl-2,3,6-trimethyl-cyclohexan-1-ol- and 0.61 mol Me acetoacetate to 160 degrees C in presence of adipic acid.
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公开(公告)号:DE3112056A1
公开(公告)日:1982-10-07
申请号:DE3112056
申请日:1981-03-27
Applicant: BASF AG
IPC: C07C45/45 , C07C49/403 , C07C49/427 , C07C49/443 , C07C49/657 , C07C49/713
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公开(公告)号:DE2925176A1
公开(公告)日:1981-01-22
申请号:DE2925176
申请日:1979-06-22
Applicant: BASF AG
Abstract: (Ia), also known as beta-damascone, and 2,6,6-trimethyl-1-crotonyl-cyclohexa-1,3-diene, (Ib), also known as beta-damascenone, are prepd. by (a) reacting 2,2,6-trimethyl-cyclohexanone, (IIa) or 2,6,6-trimethyl-cyclohex-2 -en-one, (IIb), with 3-tert. butyloxy-1-butyne, (III), in the presence of a strong base, and then (b) rearranging the alcohol (IV) obtd. to (I) by treatment, at 45-100 deg.C, with an acid catalyst having acid strength at least equal to or higher than that of HCOOH. (Ia) and (Ib) are perfumes and aromatisers for food and cosmetics. Use of (III) in place of butyn-3-ol suppressed the formation of spiro cpds. and increased the yields of (Ia) or (Ib). Alkali metal hydroxides can be used as strong bases in step (a), together with hydrocarbon or ether solvents.
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公开(公告)号:DE2717737A1
公开(公告)日:1978-10-26
申请号:DE2717737
申请日:1977-04-21
Applicant: BASF AG
IPC: A61K31/07 , A61K31/23 , C07C21/02 , C07C22/02 , C07C67/00 , C07C401/00 , C07C403/00 , C07C403/02 , C07C403/04 , C07C403/08 , C07C403/12 , C07F9/50 , C07F9/54 , C07C175/00 , A61K31/66 , A61K31/035
Abstract: New derivatives of 8-dehydro-vitamin A obtained by vinylating or ethynylating and subsequently partially hydrogenating, 1-[3-methyl-octa-1-yne,3,5,-dien-7-on-1-yl]-2,6-dimethyl-cyclohex-1-ene or its 5- and/or 6-methyl derivatives, converting the resulting alcohols to the corresponding derivatives of 8-dehydro-vitamin A halides by reacting with thionyl chloride or phosgene, and if required converting the resulting alcohols or halides to the corresponding trialkylphosphonium salts or triarylphosphonium salts, or reacting the 8-dehydro-vitamin A halide derivatives with alkali metal salts or alkaline earth metal salts or anhydrides of lower carboxylic acids. The new compounds can be partially hydrogenated to the corresponding polyene compounds, in which case the cis-trans isomer mixtures first obtained can be rearranged in the conventional manner to the physiologically active all-trans compounds. Accordingly, the process provides a method for the total synthesis of vitamin A, and of other compounds of the carotinoid series, which is independent of the Wittig ylide synthesis.
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公开(公告)号:DE2717502A1
公开(公告)日:1978-10-26
申请号:DE2717502
申请日:1977-04-20
Applicant: BASF AG
IPC: C07C403/14 , C07C20060101 , C07C43/30 , C07C43/303 , C07C67/00 , C07C401/00 , C07C403/00 , C07C403/10 , C07C175/00
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公开(公告)号:DE2633665A1
公开(公告)日:1978-02-02
申请号:DE2633665
申请日:1976-07-27
Applicant: BASF AG
IPC: C07D307/32
Abstract: of formula (I) is new. (where R is It has a spicy tar-like aroma and can be used as a perfuming agent with leather, wood or cypress-type fragrance. It is also a starting material in the synthesis of 4-oxo-3-hydroxy-2,5-dimethyl-4,5-dihydrofuran, which is also a valuable perfuming agent. Cpd. (I) may be prepd. by reacting benzyl crotonate with a lactic acid ester at -20 to 120 degrees C or reacting a 2,5-dimethyl-3-carbalkoxy-tetrahydrofuran-4-one with benzyl alcohol at 50-250 degrees C, esp. 150-200 degrees C.
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