公开(公告)号：US3891678A

公开(公告)日：1975-06-24

申请号：US39151673

申请日：1973-08-24

Applicant: STAMICARBON

Inventor： VERHEIJEN EGIDIUS J M ,  THOMA JOZEF A ,  DEUMENS JOHANNES J M

IPC: B01J23/00 ,  C07B61/00 ,  C07D311/00 ,  C07D311/06 ,  C07D311/08 ,  C07D311/10 ,  C07D311/20 ,  C07D7/26

CPC classification number: C07D311/20 ,  C07D311/06 ,  C07D311/08

Abstract: A process for dehydrogenating hexahydrocoumarin or alkylated derivatives thereof is disclosed, wherein the selection of specific process conditions allows substantial amounts of coumarin or alkylated derivatives thereof to be produced along with dihydrocoumarin or alkylated derivatives thereof. The hexahydrocoumarin or derivatives are contacted with the catalyst at about the dehydrogenation temperature and then are dehydrogenated in the presence of a Group VIII metal dehydrogenation catalyst in the liquid phase at a temperature of 200*-375*C while removing hydrogen from the reaction zone, and the reaction product contains coumarin or alkylated derivatives thereof in a molar ratio of coumarin compounds:dihydrocoumarin compounds of at least 1:5. Coumarin and dihydrocoumarin, as well as alkylated derivatives thereof, are known compounds which are used in the fragance industry.

Abstract translation: 公开了一种使六氢香豆素或其烷基化衍生物脱氢的方法，其中特定工艺条件的选择允许与二氢香豆素或其烷基化衍生物一起产生大量的香豆素或其烷基化衍生物。 六氢香豆素或衍生物在约脱氢温度下与催化剂接触，然后在第Ⅷ族金属脱氢催化剂存在下，在液相中，在200-375℃的温度下脱氢，同时从反应区除去氢气， 并且反应产物含有以香豆素化合物：二氢香豆素化合物的摩尔比为至少1:5的香豆素或其烷基化衍生物。

公开(公告)号：CA1129423A

公开(公告)日：1982-08-10

申请号：CA335854

申请日：1979-09-18

Applicant: STAMICARBON

Inventor： VERHEIJEN EGIDIUS J M ,  GEERSHEUVELS CHARLES H

IPC: C07D215/10 ,  B01J23/00 ,  C01B3/58 ,  C07B61/00 ,  C07D211/12 ,  C07D213/08 ,  C07D213/09 ,  C07D215/04 ,  C07D295/02 ,  C07D295/027

Abstract: An improved process for the preparation of pyridines and/or hydrogenated pyridines that have been substituted with a hydrocarbon group at one or more carbon atoms. .gamma.-cyanoketone, in a gaseous phase and in the presence of hydrogen, is passed in a reaction zone over a first catalyst containing a catalytically active metal or compound of a metal selected from the group copper, silver, gold, iron, nickel, cobalt, ruthenium, rhodium, palladium, osmium, iridium and platinum to form a reaction mixture. A hydrogen-containing gas is separated from the reaction mixture, passed over a second catalyst containing a catalytically active metal or compound of a metal selected from the group iron, nickel and cobalt at a temperature of between 300 and 800.degree.C, and the hydrogen-containing gas so treated is recycled to the reaction zone.

公开(公告)号：CA1001636A

公开(公告)日：1976-12-14

申请号：CA164569

申请日：1973-02-26

Applicant: STAMICARBON

Inventor： THOMA JOZEF A ,  DEUMENS JOHANNES J M ,  VERHEIJEN EGIDIUS J M

IPC: B01J23/00 ,  C07B61/00 ,  C07D311/20 ,  C11B9/00

公开(公告)号：CA1001638A

公开(公告)日：1976-12-14

申请号：CA172732

申请日：1973-05-30

Applicant: STAMICARBON

Inventor： DEUMENS JOHANNES J M ,  VERHEIJEN EGIDIUS J M ,  THOMA JOZEF A

IPC: B01J23/00 ,  C07B61/00 ,  C07D311/08 ,  C07D311/10 ,  C07D311/14

Abstract: Coumarin, a useful flavoring agent resembling vanilla beans, is produced by contacting dihydrocoumarin with a small quantity of a dehydrogenation catalyst such as palladium or platinum at elevated temperatures, optionally in the presence of oxygen. The alkylated dihydrocoumarin compounds may also be processed according to the disclosed procedure to produce the corresponding alkyl substituted products.

公开(公告)号：CA1019769A

公开(公告)日：1977-10-25

申请号：CA194940

申请日：1974-03-13

Applicant: STAMICARBON

Inventor： SCHAAFSMA SIJBRANDUS E ,  CLAASSENS JOHANNES E L ,  VERHEIJEN EGIDIUS J M

IPC: B01J21/00 ,  B01J21/18 ,  B01J23/00 ,  C07B61/00 ,  C07C45/00 ,  C07C45/45 ,  C07C49/403 ,  C07C49/713 ,  C07C67/00

Abstract: Process for the preparation of cyclohexane-1,3-diones of the formula WHEREIN R1-R8, which are the same or different, are each hydrogen or an alkyl group containing up to 6 carbon atoms and the total number of carbon atoms of R1-R8 is not more than 12 carbon atoms, comprising contacting in the gaseous state a delta-keto ester of the formula HOR3R5R7O ¦ PARALLEL ¦¦¦ PARALLEL R1-C-C-C-C-C-C-OR9 ¦¦¦¦ R2R4R6R8 wherein R1-R8 are as defined above and R9 is an alkyl, cycloalkyl, or monocyclic or bicyclic arylalkyl or aryl group containing up to 12 carbon atoms, with a thermally stable solid material having an internal surface area of from about 100 tot 1500 m2/gm. at a temperature of from 100 DEG C to 500 DEG C.

公开(公告)号：CA1016959A

公开(公告)日：1977-09-06

申请号：CA194939

申请日：1974-03-13

Applicant: STAMICARBON

Inventor： SCHAAFSMA SIJBRANDUS E ,  CLAASSENS JOHANNES E L ,  VERHEIJEN EGIDIUS J M

IPC: C07C37/06 ,  B01J23/00 ,  C07B61/00 ,  C07C27/00 ,  C07C37/00 ,  C07C39/08 ,  C07C67/00

公开(公告)号：CA1090373A

公开(公告)日：1980-11-25

申请号：CA272463

申请日：1977-02-23

Applicant: STAMICARBON

Inventor： VON DEN HOFF JOHAN P H ,  VERHEIJEN EGIDIUS J M

IPC: C07C49/403 ,  B01J23/00 ,  B01J23/883 ,  B01J25/00 ,  C07B61/00 ,  C07C27/00 ,  C07C29/20 ,  C07C35/08 ,  C07C37/00 ,  C07C37/56 ,  C07C39/02 ,  C07C45/00 ,  C07C67/00 ,  C07C39/04 ,  C07C49/30

Abstract: The invention relates to a process for decarboxylative oxidation of a benzene monocarboxylic acid or a salt, ester or anhydride thereof, in the liquid phase and at an elevated temperature, with the aid of a gas containing molecular oxygen. According to the invention the tarry product formed is subjected to a hydrogenating treatment, either in the absense of a catalyst at a temperature of, preferably, 400-1200.degree.C, or in the presence of a catalyst, for instance a hydro-cracking catalyst or a catalyst promoting the formation of cyclohexanone and/or cyclohexanol possibly substituted in the ring. The invention provides the possibility of converting a by-product, so far unusable, into useful products, particularly a phenol or a cyclohexanone and/or cyclohexanol. A particularly advantageous application of the process invented lies in the preparation of cyclohexanone and/or cyclohexanol on the basis of benzoic acid.

公开(公告)号：CA1002958A

公开(公告)日：1977-01-04

申请号：CA179601

申请日：1973-08-24

Applicant: STAMICARBON

Inventor： VERHEIJEN EGIDIUS J M ,  THOMA JOZEF A ,  DEUMENS JOHANNES J M

IPC: B01J23/00 ,  C07B61/00 ,  C07D311/00 ,  C07D311/06 ,  C07D311/08 ,  C07D311/10 ,  C07D311/20

Abstract: A process for dehydrogenating hexahydrocoumarin or alkylated derivatives thereof is disclosed, wherein the selection of specific process conditions allows substantial amounts of coumarin or alkylated derivatives thereof to be produced along with dihydrocoumarin or alkylated derivatives thereof. The hexahydrocoumarin or derivatives are contacted with the catalyst at about the dehydrogenation temperature and then are dehydrogenated in the presence of a Group VIII metal dehydrogenation catalyst in the liquid phase at a temperature of 200 DEG -375 DEG C while removing hydrogen from the reaction zone, and the reaction product contains coumarin or alkylated derivatives thereof in a molar ratio of coumarin compounds:dihydrocoumarin compounds of at least 1:5.

公开(公告)号：CA949972A

公开(公告)日：1974-06-25

申请号：CA128528

申请日：1971-11-25

Applicant: STAMICARBON

Inventor： VERHEIJEN EGIDIUS J M ,  DUYS NICOLAAS L G

IPC: C07D213/06 ,  C07D213/127