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    PRODUCTION OF ALPHA-TOCOPHEROL ESTER
    1.
    发明专利
    PRODUCTION OF ALPHA-TOCOPHEROL ESTER 失效

    公开(公告)号：JPH11246549A

    公开(公告)日：1999-09-14

    申请号：JP35904798

    申请日：1998-12-17

    Applicant: DEGUSSA

    Inventor： KRILL STEFFEN DR ,  HUEBNER FRANK DR ,  HAHN RAINER DR ,  WEIGEL HORST ,  HUTHMACHER KLAUS DR

    IPC: C07B61/00 ,  C07D311/72

    Abstract: PROBLEM TO BE SOLVED: To industrially obtain an α-tocopherol ester useful as a feed additive, etc., while saving raw materials and reducing the number of processes by reacting a diacetylated substituted hydroquinone with a specific compound in the presence of a catalytic action compound. SOLUTION: This method for producing an α-tocopherol ester of formula I (R1 is a 1-20C alkyl; R3 -R5 are each H or a 1-3C alkyl) comprises reacting (A) a hydroquinone mono- or di-ester of formula II (R2 is a 1-20C alkyl) with (B) an allyl alcohol derivative of formula III [(n) is 0-5; L is a hydroxyl group, a halogen group, an acetoxy group or the like] or (C) an allyl alcohol of formula IV in the presence of (D) a zinc halide (for example, zinc dichloride) and (E) a proton-releasing acid (preferably hydrochloric acid, hydrobromic acid, sulfuric acid, trifluoromethanesulfonic acid, etc.), at a temperature of 25-100 deg.C.

    PRODUCTION OF 3,5,5-TIRMETHYLCYCLOHEX-2-ENE-1,4-DIONE
    3.
    发明专利
    PRODUCTION OF 3,5,5-TIRMETHYLCYCLOHEX-2-ENE-1,4-DIONE 失效

    公开(公告)号：JPH1053553A

    公开(公告)日：1998-02-24

    申请号：JP12439297

    申请日：1997-05-14

    Applicant: DEGUSSA

    Inventor： HAHN RAINER DR ,  GORA ULRICH ,  HUTHMACHER KLAUS DR ,  HUEBNER FRANK DR ,  KRILL STEFFEN DR

    IPC: B01J31/22 ,  C07B61/00 ,  C07C45/34 ,  C07C49/603

    Abstract: PROBLEM TO BE SOLVED: To provide an improved method for producing 3,5,5- trimethylcyclohex-2-ene-1,4-dione (KIP) by oxidizing 3,5,5-trimethylcyclohex-3- ene-1-one (β-IP) in the presence of a manganese complex-like catalyst and an additive having a fixed catalytic action. SOLUTION: 3,5,5-Trimethylcyclohex 3-ene-1-one is oxidized in the presence of a manganese complex-like catalyst and another compound X having a catalytic action selected from the group consisting of an organic acid having 2-7pKa value, an aldehyde corresponding to the organic acid, a 1-4C-containing aliphatic alcohol or phenol, a compound capable of forming an enol structure and lithium sulfate. In the case, the amount of the compound X used is in a molar ratio to the catalyst of (1:1) to (100:1) and the amount of β-IP based on the whole amount of the mixture is at least more than 15%.

    4.
    发明专利
    未知

    公开(公告)号：AT196460T

    公开(公告)日：2000-10-15

    申请号：AT97105752

    申请日：1997-04-08

    Applicant: DEGUSSA

    Inventor： HAHN RAINER DR ,  GORA ULRICH ,  HUTHMACHER KLAUS DR ,  HUEBNER FRANK DR ,  KRILL STEFFEN 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.

    6.
    发明专利
    未知

    公开(公告)号：DE19757124A1

    公开(公告)日：1999-06-24

    申请号：DE19757124

    申请日：1997-12-20

    Applicant: DEGUSSA

    Inventor： KRILL STEFFEN DR ,  HUEBNER FRANK DR ,  HAHN RAINER DR ,  WEIGEL HORST ,  HUTHMACHER KLAUS DR

    IPC: C07B61/00 ,  C07D311/72

    Abstract: Preparation of alpha -tocopherol ester compounds (I) involves reacting a hydroquinone ester (II) with an allyl alcohol derivative (III) in presence of a zinc halide and an acid. Preparation of alpha -tocopherol esters (or derivatives or homologues) of formula (I) involves reacting a hydroquinone mono- (sic) or diester of formula (II) with an allyl alcohol derivative of formula (III) in presence of a zinc halide and a protonic acid at 25-100 degrees C. R1, R2 = optionally unsaturated 1-20C alkyl; R3-R5 = H or 1-3C alkyl; n = 0-5; Q = -C(Me)=CH-CH2L or -C(Me)(L')-CH=CH2; L = OH, halo, acetoxy, MeSO2O, EtSO2O, PhSO2O or toluenesulfonyl; L' = OH, halo or acetoxy.

    7.
    发明专利
    未知

    公开(公告)号：DE59807380D1

    公开(公告)日：2003-04-10

    申请号：DE59807380

    申请日：1998-12-04

    Applicant: DEGUSSA

    Inventor： KRILL STEFFEN DR ,  HUEBNER FRANK DR ,  HAHN RAINER DR ,  WEIGEL HORST ,  HUTHMACHER KLAUS DR

    IPC: C07B61/00 ,  C07D311/72

    Abstract: Preparation of alpha -tocopherol ester compounds (I) involves reacting a hydroquinone ester (II) with an allyl alcohol derivative (III) in presence of a zinc halide and an acid. Preparation of alpha -tocopherol esters (or derivatives or homologues) of formula (I) involves reacting a hydroquinone mono- (sic) or diester of formula (II) with an allyl alcohol derivative of formula (III) in presence of a zinc halide and a protonic acid at 25-100 degrees C. R1, R2 = optionally unsaturated 1-20C alkyl; R3-R5 = H or 1-3C alkyl; n = 0-5; Q = -C(Me)=CH-CH2L or -C(Me)(L')-CH=CH2; L = OH, halo, acetoxy, MeSO2O, EtSO2O, PhSO2O or toluenesulfonyl; L' = OH, halo or acetoxy.

    8.
    发明专利
    未知

    公开(公告)号：DK0808816T3

    公开(公告)日：2001-01-22

    申请号：DK97105752

    申请日：1997-04-08

    Applicant: DEGUSSA

    Inventor： HAHN RAINER DR ,  HUTHMACHER KLAUS DR ,  HUEBNER FRANK DR ,  KRILL STEFFEN DR ,  GORA ULRICH

    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.

    Process for the production of alpha-tocopherol esters
    9.
    发明专利
    Process for the production of alpha-tocopherol esters 未知

    公开(公告)号：IN185169B

    公开(公告)日：2000-12-02

    申请号：IN2182CA1998

    申请日：1998-12-16

    Applicant: DEGUSSA

    Inventor： KRILL STEFFEN DR ,  HUBNER FRANK DR ,  HAHN RAINER DR ,  WEIGEL HORST ,  HUTHMACHER KLAUS DR

    IPC: C07B61/00 ,  C07D311/72 ,  A61K31/34 ,  C07D307/78

    Abstract: Preparation of alpha -tocopherol ester compounds (I) involves reacting a hydroquinone ester (II) with an allyl alcohol derivative (III) in presence of a zinc halide and an acid. Preparation of alpha -tocopherol esters (or derivatives or homologues) of formula (I) involves reacting a hydroquinone mono- (sic) or diester of formula (II) with an allyl alcohol derivative of formula (III) in presence of a zinc halide and a protonic acid at 25-100 degrees C. R1, R2 = optionally unsaturated 1-20C alkyl; R3-R5 = H or 1-3C alkyl; n = 0-5; Q = -C(Me)=CH-CH2L or -C(Me)(L')-CH=CH2; L = OH, halo, acetoxy, MeSO2O, EtSO2O, PhSO2O or toluenesulfonyl; L' = OH, halo or acetoxy.

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