-
公开(公告)号:JPH1053548A
公开(公告)日:1998-02-24
申请号:JP12040397
申请日:1997-05-12
Applicant: DEGUSSA
Inventor: HUEBNER FRANK DR , KRILL STEFFEN DR , DRAPAL BERND , HERUMAN SHIYUMITSUTO , HUTHMACHER KLAUS DR , TANNER HERBERT DR
Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound in high yield by reacting a trimethylcyclohexenedione with an acylating agent in the presence of a protonic acid. SOLUTION: 3,3,5-Trimethylcyclohex-2-ene-1,4-dione is reacted with an acylating agent in the presence of a protonic acid and the formed trimethylhydroquinone ester is successively saponified to give the objective compound. A trifluoromethanesulfonic acid, chlorosulfonic acid, polyphosphoric acid, fuming sulfuric acid or a mixture of these acids is used as the protonic acid. The amount of the acylating agent is 2-4mol based on 1mol of 3,5,5- trimethylcyclohex-2-ene-1,4-dione and that of the acid is 0.1-50wt.%. The saponification is carried out in the presence of a phase mediation agent (e.g. n-butanol). The amount of the acid used is reduced and the saponification can also be extremely readily carried out.
-
公开(公告)号:JPH11349533A
公开(公告)日:1999-12-21
申请号:JP11247599
申请日:1999-04-20
Applicant: DEGUSSA
Inventor: HASSELBACH HANS JOACHIM , SHI NONGYUAN , HUTHMACHER KLAUS , DRAPAL BERND , MCINTOSH RALPH , SCHOLZ MARIO , WEIGEL HORST , HASENZAHL STEFFEN
Abstract: PROBLEM TO BE SOLVED: To produce the subject compounds in high yield by using a solid acid catalyst, carrying out the conversion in the liquid phase and then separating the solid catalyst when conducting the rearrangement of a trimethylcyclohexenedione in the presence of an acylating agent and an acid. SOLUTION: A solid acid catalyst is used and the conversion is carried out in the liquid phase. The solid catalyst is then separated in a method for producing 2,3,5-trimethylhydroquinone diesters by rearrangement of 2,6,6- trimethylcyclohex-2-ene-1,4-dione in the presence of an acylating agent and an acid. Crystalline and/or amorphous aluminosilicates, clay minerals, pillard clays, etc., used in the H-form in each case are cited as the catalyst and an acid zeolite having 0.5-0.8 nm pore diameter is especially preferred.
-
公开(公告)号:JP2001114723A
公开(公告)日:2001-04-24
申请号:JP2000312411
申请日:2000-10-12
Applicant: DEGUSSA
Inventor: NONGYUAN SHI , HUEBNER FRANK , DRAPAL BERND , PETER RAINER , KRILL STEFFEN DR , HUTHMACHER KLAUS DR , WECKBECKER CHRISTOPH
Abstract: PROBLEM TO BE SOLVED: To obtain the subject ketone compounds in good yield by improving space-time yield in reacting tertiary propargyl alcohol with an alkenyl ether. SOLUTION: A time required for reaction of tertiary propargyl alcohol with an alkenyl ether is shortened and the product can be obtained in high yield by selecting an aliphatic sulfonic acid or a sulfonic acid salt as a catalyst.
-
公开(公告)号:DK1092700T3
公开(公告)日:2004-02-16
申请号:DK00121161
申请日:2000-09-29
Applicant: DEGUSSA
Inventor: NONGYUAN SHI 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.
-
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
-
公开(公告)号:ES2662937T3
公开(公告)日:2018-04-10
申请号:ES13706017
申请日:2013-02-26
Applicant: EVONIK DEGUSSA GMBH
Inventor: KÖRFER MARTIN , HASSELBACH HANS JOACHIM , REICHERT STEFAN , JAKOB HARALD , WECKBECKER CHRISTOPH , HUTHMACHER KLAUS , KRULL HORST , DRAPAL BERND , PETER RAINER
IPC: C07C319/20 , C07C319/26 , C07C319/28 , C07C323/58
Abstract: procedimiento para la preparación de D,L-metionina, en el cual se alimenta dióxido de carbono a una disolución acuosa de metioninato de potasio obtenida por hidrólisis de 5-(2-metilmercaptoetil)hidantoína, a fin de precipitar la metionina bruta, que se separa y purifica, en el que, para los fines de purificación, se prepara una disolución acuosa de la metionina bruta separada y se somete a recristalización, caracterizado por que la disolución a partir de la cual tiene lugar la recristalización contiene un antiespumante, iones de potasio y también un aditivo de cristalización, en el que el antiespumante comprende aceite de silicona, y en el que el aditivo de cristalización es un tensioactivo aniónico, o una mezcla de diferentes tensioactivos aniónicos, y por que la recristalización tiene lugar introduciendo una disolución de metionina caliente a 60 a 110ºC en una suspensión de metionina tibia a 35 a 80ºC, cuya temperatura es menor que aquella de la disolución introducida, manteniéndose la temperatura de la suspensión de metionina entre 35 y 80ºC durante la adición, caracterizado por que el aditivo de cristalización es uno de los compuestos mostrados en las fórmulas 1 a 3, o una mezcla de los mismos: R1-O-SO3M (fórmula 1) R2-O-(CH2)n-SO3M (fórmula 2) R3-(O-C2H4)n-O-SO3M (fórmula 3) en las que n es un número entero de 1 a 12, M es sodio o potasio, y R1, R2 y R3 son un grupo alquilo de C8 a C20 lineal, ramificado o cíclico, saturado o insaturado, o un grupo arilo.
-
公开(公告)号:IN185858B
公开(公告)日:2001-05-12
申请号:IN358CA1999
申请日:1999-04-19
Applicant: DEGUSSA
Inventor: HASSELBACH HANS JOACHIM , SHI NONGYUAN , HUTHMACHER KLAUS , DRAPAL BERND , MCINTOSH RALPH , SCHOLZ MARIO , WEIGEL HORST , HASENZAHL STEFFEN
IPC: C07C37/01 , C07C37/07 , C07C39/08 , C07C67/00 , C07C67/29 , C07C67/293 , C07C69/16 , A61K31/235 , A61K31/355
Abstract: Production of 2,3,5-trimethylhydroquinone diesters (I) by reacting 2,6,6-trimethyl-2-cyclohexene-1,4-dione (II) with an acylating agent in the presence of an acid catalyst is carried out in the liquid phase using a solid acid catalyst, which is subsequently separated.
-
公开(公告)号:CA2323301A1
公开(公告)日:2001-04-15
申请号:CA2323301
申请日:2000-10-13
Applicant: DEGUSSA
Inventor: HUBNER FRANK , DRAPAL BERND , PETER RAINER , SHI NONGYUAN , KRILL STEFFEN , HUTHMACHER KLAUS , WECKBECKER CHRISTOPH
Abstract: Process for the preparation of unsaturated 4,5-allene ketones by reaction of tertiary propargyl alcohols with alkenyl alkyl ethers or ketals in the presence of aliphatic sulfonic acids or sulfonic acid salts.
-
公开(公告)号:DK0952137T3
公开(公告)日:2004-11-08
申请号:DK99107633
申请日:1999-04-16
Applicant: DEGUSSA
Inventor: HASSELBACH HANS JOACHIM , SHI NONGYUAN , HUTHMACHER KLAUS , DRAPAL BERND , MCINTOSH RALPH , SCHOLZ MARIO , WEIGEL HORST , HASENZAHL STEFFEN
Abstract: Production of 2,3,5-trimethylhydroquinone diesters (I) by reacting 2,6,6-trimethyl-2-cyclohexene-1,4-dione (II) with an acylating agent in the presence of an acid catalyst is carried out in the liquid phase using a solid acid catalyst, which is subsequently separated.
-
公开(公告)号:DE10121058A1
公开(公告)日:2002-10-31
申请号:DE10121058
申请日:2001-04-28
Applicant: DEGUSSA
Inventor: SHI NONGYUAN , DRAPAL BERND , KRILL STEFFEN , JULINO MARKUS , HUTHMACHER KLAUS
Abstract: A process for the preparation of beta,gamma,delta-unsaturated ketones and/or alpha,beta,gamma,delta-unsaturated ketones by the reaction of an unsaturated alcohol with an enol ether or mixture of enol ethers, with formation of ketals as a by-product, at temperatures of from 50° C. to 200° C., in the presence of an acid catalyst, whereby one or all of the reagents is/are heated to the reaction temperature of from 50° C. to 200° C. before the acid catalyst is added.
-
-
-
-
-
-
-
-
-