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公开(公告)号:DE50000540D1
公开(公告)日:2002-10-31
申请号:DE50000540
申请日:2000-01-11
Applicant: DEGUSSA
Inventor: KRILL DR , WEIGEL HORST , HUTHMACHER DR , SHI DR , MARKOWZ DR , HAEFNER VOLKER
Abstract: In the preparation of 2,3,5-trimethyl-hydroquinone diesters (I) by catalytic acylation of keto-isophorone (II), the acylating agent is a carboxylic anhydride containing a 1-4C alkyl residue, the reaction solution is cooled to -10 to 35 (preferably 0-30) degrees C, the crystallized (I) is filtered off and the filtrate is recycled to the acylation. In the preparation of 2,3,5-trimethyl-hydroquinone diesters (I) by catalytic acylation of keto-isophorone (II), the acylating agent is a carboxylic anhydride containing a 1-4C alkyl residue, the reaction solution is cooled to -10 to 35 (preferably 0-30) degrees C (optionally after distilling off part of the obtained carboxylic acid (III)), the crystallized (I) is filtered off and the filtrate is recycled to the acylation (optionally after distilling off part of (III) and/or discarding part of the filtrate).
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公开(公告)号:DE50004140D1
公开(公告)日:2003-11-27
申请号:DE50004140
申请日:2000-09-29
Applicant: DEGUSSA
Inventor: NONGYUAN DR , HUEBNER DR , DRAPAL BERND , PETER RAINER , KRILL DR , HUTHMACHER DR , WECKBECKER DR
Abstract: A process for the preparation of unsaturated 4,5-alleneketones comprises reaction of a tertiary propargylalcohol with an alkenylalkylether or a ketal in the presence of an aliphatic sulfonic acid or salt. A process for the preparation of unsaturated 4,5-alleneketones (I) of formula (1) comprises reaction of a tertiary propargylalcohol of formula (2) with an alkenylalkylether of formula (3) or a ketal of formula (4) in the presence of an aliphatic sulfonic acid of formula (5) or sulfonic acid salt of formula (6). An Independent claim is included for a process for the preparation of unsaturated 3,5-dieneketones and their corresponding saturated ketones by isomerization or hydrogenation of 4,5-alleneketones (I) of formula (1). R -O-C(R )=CH-R (3), R SO3H (5), R SO3M (6) R , R = H, 1-20C alkyl, aryl or alkylaryl or R and R may combine to form a 5-6 membered ring; R , R = 1-4C alkyl; R ,R = 1-4C alkyl; R , R = halogen, 1-20C alkyl or cycloalkyl optionally substituted with halogen, R is additionally an optionally substituted aryl; and M = cation of an organic or inorganic base.
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公开(公告)号:DE59702371D1
公开(公告)日:2000-10-26
申请号:DE59702371
申请日:1997-04-08
Applicant: DEGUSSA
Inventor: HAHN DR , GORA ULRICH , HUTHMACHER DR , HUEBNER DR , KRILL DR
IPC: B01J31/22 , C07B61/00 , C07C45/34 , C07C49/603
Abstract: Preparation of 3,5,5-trimethylcyclohex-2-en-1,4-dione (I) comprises oxidation of 3,5,5-trimethylcyclohex-3-en-1-one (II) by molecular oxygen in the presence of manganese (salen) or its derivatives as catalyst, an alkylamine and water in an inert solvent in the presence of another catalytic compound X where X = an organic acid with pKa of 2-7, or 1-4C aliphatic alcohol, or phenol, or compounds where an enolic structure is possible, where X is present in a molar ratio of 1:1 to 100:1 with the catalyst and (II) is >15wt.% of the total.
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公开(公告)号:DE50100315D1
公开(公告)日:2003-07-24
申请号:DE50100315
申请日:2001-02-01
Applicant: DEGUSSA
Inventor: MAASSEN DR , KRILL DR , HUTHMACHER DR
Abstract: Production of 2,3,5-trimethyl-p-benzoquinone comprises the oxidation of 2,3,5- or 2,3,6-trimethylphenol with oxygen or an oxygen-containing gas in a mixture of water and an 8-11C neocarboxylic acid and in the presence of a catalyst containing one or more copper(II) salts at 50-100 degrees C.
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公开(公告)号:DE50000430D1
公开(公告)日:2002-10-10
申请号:DE50000430
申请日:2000-01-28
Applicant: DEGUSSA
Inventor: KRILL DR , HUTHMACHER DR
Abstract: Preparation of 2,3,5-trimethylhydroquinone diester derivatives (I) comprises treatment of 2,6,6-trimethyl-cyclohex-2-en-1,4-dione (ketoisophorone) (II) with an acylating agent in the presence of a catalytic amount of a protic acid (i.e. an ortho-boric acid, a boric acid anhydride, a boric acid triester, a hydroxycarboxylic acid or a di- or tri-carboxylic acid optionally containing hydroxy groups). Preparation of trimethylhydroquinone diester derivatives of formula (I) comprises treatment of 2,6,6-trimethyl-cyclohex-2-en-1,4-dione (ketoisophorone) of formula (II) with an acylating agent in the presence of a catalytic amount of a protic acid (i.e. an ortho-boric acid, a boric acid anhydride, a boric acid triester, a hydroxycarboxylic acid or a di- or tri-carboxylic acid optionally containing hydroxy groups. N.B. R and R1 are not defined in the main claim, but in a dependent claim are defined as: R, R1 = optionally substituted 1-20 (especially 2-4)C aliphatic, alicyclic residue or aryl (especially phenyl).
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公开(公告)号:DE60002152T2
公开(公告)日:2004-01-08
申请号:DE60002152
申请日:2000-09-28
Applicant: DEGUSSA
Inventor: KRILL DR , KRETZ STEPHAN , HUTHMACHER DR
IPC: B01J27/138 , B01J38/00 , C07B61/00 , C07D311/72
Abstract: Production of alpha -tocopherol acetate in a recirculating process involves condensation of trimethylhydroquinone and isophytol in presence of a catalyst system comprising zinc halide and an aqueous protonic acid and optionally an elemental metal in a polar solvent/water mixture and subsequent acylation of the resultant alpha -tocopherol. Production of alpha -tocopherol acetate (I) in a recirculating process involves condensation of trimethylhydroquinone and isophytol in presence of a catalyst (II) system comprising zinc halide (IIa) and an aqueous protonic acid (IIb) and optionally an elemental metal in a polar solvent/water mixture extractable or miscible with water. The alpha -tocopherol initially obtained is separated from the aqueous catalyst phase and esterified with an acylating agent. The solution of (II) obtained after working up by aqueous extraction is regenerated and the solution containing acetic acid is returned to the reaction. (II) is concentrated and reintroduced into the reaction in liquid form.
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公开(公告)号:DE60002152D1
公开(公告)日:2003-05-22
申请号:DE60002152
申请日:2000-09-28
Applicant: DEGUSSA
Inventor: KRILL DR , KRETZ STEPHAN , HUTHMACHER DR
IPC: B01J27/138 , B01J38/00 , C07B61/00 , C07D311/72
Abstract: Production of alpha -tocopherol acetate in a recirculating process involves condensation of trimethylhydroquinone and isophytol in presence of a catalyst system comprising zinc halide and an aqueous protonic acid and optionally an elemental metal in a polar solvent/water mixture and subsequent acylation of the resultant alpha -tocopherol. Production of alpha -tocopherol acetate (I) in a recirculating process involves condensation of trimethylhydroquinone and isophytol in presence of a catalyst (II) system comprising zinc halide (IIa) and an aqueous protonic acid (IIb) and optionally an elemental metal in a polar solvent/water mixture extractable or miscible with water. The alpha -tocopherol initially obtained is separated from the aqueous catalyst phase and esterified with an acylating agent. The solution of (II) obtained after working up by aqueous extraction is regenerated and the solution containing acetic acid is returned to the reaction. (II) is concentrated and reintroduced into the reaction in liquid form.
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公开(公告)号:DE59702784D1
公开(公告)日:2001-01-25
申请号:DE59702784
申请日:1997-09-09
Applicant: DEGUSSA
Inventor: KRILL DR , GIRAY GUENES , HUTHMACHER DR , HUEBNER DR , TANNER DR
IPC: B01J23/02 , B01J23/75 , B01J23/755 , C07B61/00 , C07C45/67 , C07C45/82 , C07C45/83 , C07C49/603
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公开(公告)号:DE50100771D1
公开(公告)日:2003-11-20
申请号:DE50100771
申请日:2001-02-01
Applicant: DEGUSSA
Inventor: HUTHMACHER DR , KRETZ STEPHAN , KRILL DR
IPC: C07D311/72 , C07D311/04
Abstract: Process for the production of alpha-tocopherol acetate in a recycling process by condensation of trimethylhydroquinone diesters and isophytol in the presence of a catalyst system consisting of a zinc halide and of an aqueous protonic acid and optionally of an elemental metal in a polar solvent/water mixture which is extractable or miscible with water and subsequent recycling of the catalyst system.
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公开(公告)号:DE59704271D1
公开(公告)日:2001-09-20
申请号:DE59704271
申请日:1997-04-05
Applicant: DEGUSSA
Inventor: HUEBNER DR , KRILL DR , DRAPAL BERND , SCHMITT HERMANN , HUTHMACHER DR , TANNER DR
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