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公开(公告)号:DK1024131T3
公开(公告)日:2003-01-27
申请号:DK00100474
申请日:2000-01-11
Applicant: DEGUSSA
Inventor: KRILL STEFFEN DR , WEIGEL HORST , HUTHMACHER KLAUS DR , SHI NONGYUAN DR , MARKOWZ GEORG 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:IN187710B
公开(公告)日:2002-06-08
申请号:IN51CA2000
申请日:2000-02-01
Applicant: DEGUSSA
Inventor: KRILL STEFFEN DR , HUTHMACHER KLAUS 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:ES2162147T3
公开(公告)日:2001-12-16
申请号:ES97105669
申请日:1997-04-05
Applicant: DEGUSSA
Inventor: HUBNER FRANK DR , KRILL STEFFEN DR , DRAPAL BERND , SCHMITT HERMANN , HUTHMACHER KLAUS DR , TANNER HERBERT DR
Abstract: Preparation of 2,3,5-trimethylhydroquinone (I) comprises a) reaction of keto-isophorone with an acylating agent in the presence of catalytic amounts of a protic acid and b) acid hydrolysis of the resulting trimethylhydroquinone ester. The protic acid is oleum, trifluoromethanesulphonic, chlorosulphonic, polyphosphoric acid or a mixture of these.
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公开(公告)号:DK0808815T3
公开(公告)日:2001-11-26
申请号:DK97105669
申请日:1997-04-05
Applicant: DEGUSSA
Inventor: HUEBNER FRANK DR , KRILL STEFFEN DR , DRAPAL BERND , SCHMITT HERMANN , HUTHMACHER KLAUS DR , TANNER HERBERT DR
Abstract: Preparation of 2,3,5-trimethylhydroquinone (I) comprises a) reaction of keto-isophorone with an acylating agent in the presence of catalytic amounts of a protic acid and b) acid hydrolysis of the resulting trimethylhydroquinone ester. The protic acid is oleum, trifluoromethanesulphonic, chlorosulphonic, polyphosphoric acid or a mixture of these.
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公开(公告)号:DK1132385T3
公开(公告)日:2004-02-16
申请号:DK01710005
申请日:2001-02-01
Applicant: DEGUSSA
Inventor: HUTHMACHER KLAUS DR , KRETZ STEPHAN , KRILL STEFFEN 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:AT237606T
公开(公告)日:2003-05-15
申请号:AT00121076
申请日:2000-09-28
Applicant: DEGUSSA
Inventor: KRILL STEFFEN DR , KRETZ STEPHAN , HUTHMACHER KLAUS 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:AT224864T
公开(公告)日:2002-10-15
申请号:AT00100474
申请日:2000-01-11
Applicant: DEGUSSA
Inventor: KRILL STEFFEN DR , WEIGEL HORST , HUTHMACHER KLAUS DR , SHI NONGYUAN DR , MARKOWZ GEORG 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:AT203508T
公开(公告)日:2001-08-15
申请号:AT97115589
申请日:1997-09-09
Applicant: DEGUSSA
Inventor: KRILL STEFFEN DR , GIRAY GUENES , HUTHMACHER KLAUS DR , HUEBNER FRANK DR , TANNER HERBERT DR
IPC: B01J23/78 , B01J27/138 , B01J27/232 , C07B61/00 , C07C45/67 , C07C49/603
Abstract: Production of 3,5,5-trimethylcyclohex-3-en-1-one ( beta -isophorone) (I) comprises liquid phase isomerisation of 3,5,5-trimethylcyclohex-2-en-1-one ( alpha -isophorone) (II) in the presence of a heterogeneous catalyst comprising an oxide or mixed oxide of a Group IIa, VIII, Ib, IIIa and Va element (or a salt of such an oxide which is insoluble under the reaction conditions) and in the absence of an organic base.
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公开(公告)号:BR0004788A
公开(公告)日:2001-05-22
申请号:BR0004788
申请日:2000-10-11
Applicant: DEGUSSA
Inventor: SHI NONGYUAN DR , HUEBNER FRANK DR , DRAPAL BERND , PETER RAINER , KRILL STEFFEN DR , HUTHMACHER KLAUS DR , WECKBECKER CHRISTOPH 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:DE19627977A1
公开(公告)日:1997-11-20
申请号:DE19627977
申请日:1996-07-11
Applicant: DEGUSSA
Inventor: HUEBNER FRANK DR , KRILL STEFFEN DR , DRAPAL BERND , SCHMITT HERMAN , HUTHMACHER KLAUS DR , TANNER HERBERT DR
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