KR880011070A - 카복실산의 제조방법 - Google Patents

카복실산의 제조방법 Download PDF

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KR880011070A
KR880011070A KR1019880002650A KR880002650A KR880011070A KR 880011070 A KR880011070 A KR 880011070A KR 1019880002650 A KR1019880002650 A KR 1019880002650A KR 880002650 A KR880002650 A KR 880002650A KR 880011070 A KR880011070 A KR 880011070A
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palladium
carboxylic acid
producing
compound
acid according
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KR1019880002650A
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KR970007020B1 (ko
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게이지 스또
고지 나까사
마사아끼 구도
모리하루 야마모또
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고다이라 다스꾸
니혼 노야꾸 가부시끼가이샤
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/04—Monocyclic monocarboxylic acids
    • C07C63/06—Benzoic acid
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
    • B01J31/2414—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom comprising aliphatic or saturated rings
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2442—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems
    • B01J31/2447—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring
    • B01J31/2452—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring with more than one complexing phosphine-P atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/34—Other additions, e.g. Monsanto-type carbonylations, addition to 1,2-C=X or 1,2-C-X triplebonds, additions to 1,4-C=C-C=X or 1,4-C=-C-X triple bonds with X, e.g. O, S, NH/N
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0202—Polynuclearity
    • B01J2531/0205—Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0261—Complexes comprising ligands with non-tetrahedral chirality
    • B01J2531/0266—Axially chiral or atropisomeric ligands, e.g. bulky biaryls such as donor-substituted binaphthalenes, e.g. "BINAP" or "BINOL"
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/824—Palladium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84—Metals of the iron group
    • B01J2531/842—Iron
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0235—Nitrogen containing compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)

Abstract

내용 없음

Description

카복실산의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (8)

  1. 치환기를 가질 수 있는 방향족 탄화수소 또는 복소환식 탄화수소의 환상에, 적어도 1개의 염소원자를 갖는 유기 염화물을, 팔라듐 화합물 및 포스핀 화합물을 촉매로 하여, 무기염기의 존재하에 일산화탄소와 150℃ 내지 300℃의 반응온도에서 반응시킴을 특징으로 하는 카복실산의 제조방법.
  2. 제1항에 있어서, 팔라듐 화합물이 팔라듐금속, 고체에 담지된 0가, 2가 또는 4가의 착체인 카복실산의 제조방법.
  3. 제2항에 있어서, 팔라듐 화합물이 팔라듐-카본, 염화팔라듐 또는 아세트산 팔라듐인 카복실산의 제조방법.
  4. 제1항에 있어서, 포스핀 화합물이 트리알킬포스핀, 트리아길포스핀, 다음 일반식 (Ⅲ), (Ⅳ) 및 (V)로부터 선택되는 1개 이상의 포스핀 화합물인 카복실산의 제조방법.
    상기 식에서, R은 알킬기 또는 치환기출 가질 수 있는 페닐기이고, X는 탄소원자 1내지 6의 알킬렌기,
    또는 비나프틸기이며, n은 1 내지 5의 정수이다.
  5. 치환기를 가질 수 있는 방향족 탄화수소 또는 복소환식 탄화수소의 환상에, 적어도 1개의 염소원자를 갖는 유기 염화물을, 팔라듐 화합물 및 포스핀 화합물을 촉매로 하여, 유기염기의 존재하에 일산화탄소 및 물과, 150℃, 300℃'의 반응온도에서 반응시킴을 특징으로 하는 카복실산의 제조방법.
  6. 제5항에 있어서, 팔라듐 화합물이 팔라듐 금속, 고체에 담지된 0가, 2가 또는 4가의 착체인 카복실산의 제조방법.
  7. 제6항에 있어서, 팔가듐 화합물이 팔라듐-카본, 염화팔라듐 또는 아세트산 팔라튬인 카복실산의 제조방법.
  8. 제5항에 있어서, 포스핀 화합물이 트리알킬포스핀, 트리아릴포스핀, 다음 일반식(Ⅲ), (Ⅳ) 및 (V) 로부터 선택되는 1개 이상의 포스핀 화합물인 카복실산의 제조방법.
    상기 식에서, R은 알킬기 또는 치환기를 가질 수 있는 페닐기이고, X는 탄소원자 1 내지 6의 알킬렌기,
    또는 비나프틸기이며, n은 1 내지 5의 정수이다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019880002650A 1987-03-14 1988-03-14 카복실산의 제조방법 KR970007020B1 (ko)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP5968687 1987-03-14
JP62-59686 1987-03-14
JP?62-59686 1987-03-14
JP63-31140 1988-02-13
JP63031140A JP3000220B2 (ja) 1987-03-14 1988-02-13 カルボン酸の製造法

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KR880011070A true KR880011070A (ko) 1988-10-26
KR970007020B1 KR970007020B1 (ko) 1997-05-02

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EP (1) EP0283194B1 (ko)
JP (1) JP3000220B2 (ko)
KR (1) KR970007020B1 (ko)
DE (1) DE3872007T2 (ko)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2637281B1 (fr) * 1988-10-05 1991-04-12 Rhone Poulenc Sa Procede d'hydroxycarbonylation de derives aromatiques halogenes
CA2008878C (en) * 1989-02-28 2003-01-21 Michelangelo Scalone Process for preparing pyridine-2-carboxamides
US4953396A (en) * 1989-08-18 1990-09-04 General Mills, Inc. Leak detector for containers
GB2261662A (en) * 1991-11-21 1993-05-26 Shell Int Research Carbonylation of aryl halides
BE1008018A3 (nl) * 1994-01-06 1995-12-12 Dsm Nv Werkwijze voor de bereiding van een ester.
US6262292B1 (en) 1998-06-30 2001-07-17 Showa Denko K.K. Method for producing cyanophenyl derivatives
JP2000169419A (ja) 1998-12-02 2000-06-20 Central Glass Co Ltd 安息香酸類およびそのエステルの製造方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2565461A (en) * 1949-05-28 1951-08-28 Bliss Harding Carbonylation of aromatic halides
US3988358A (en) 1974-05-10 1976-10-26 The University Of Delaware Process for the preparation of carboxylic acid esters from organic halides
IT1014957B (it) * 1974-06-11 1977-04-30 Montedison Spa Processo per la preparazione di acidi carbossilici da alogenuri organici
EP0086281B2 (en) * 1981-12-02 1988-10-19 Shell Internationale Researchmaatschappij B.V. Preparation of carbamates using a palladium-containing catalyst
FR2583747B1 (fr) * 1985-06-21 1987-08-14 Rhone Poulenc Spec Chim Procede de preparation d'acides carboxyliques et de leurs esters
IN168306B (ko) * 1986-03-05 1991-03-09 Shell Int Research
DE3766036D1 (de) * 1986-07-25 1990-12-13 Rhone Poulenc Chimie Verfahren zur herstellung von aromatischer carbonsaeure.

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JP3000220B2 (ja) 2000-01-17
JPS6447A (en) 1989-01-05
KR970007020B1 (ko) 1997-05-02
DE3872007D1 (de) 1992-07-23
EP0283194A2 (en) 1988-09-21
DE3872007T2 (de) 1992-12-03
EP0283194B1 (en) 1992-06-17
EP0283194A3 (en) 1989-10-18

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