KR870003048A - 개선된 테프라 플루오로벤조산의 제조방법 - Google Patents

개선된 테프라 플루오로벤조산의 제조방법 Download PDF

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KR870003048A
KR870003048A KR1019860007351A KR860007351A KR870003048A KR 870003048 A KR870003048 A KR 870003048A KR 1019860007351 A KR1019860007351 A KR 1019860007351A KR 860007351 A KR860007351 A KR 860007351A KR 870003048 A KR870003048 A KR 870003048A
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base
polar
acid
heating
neutral solvent
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KR950000642B1 (ko
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엔. 웸플 제임스
반드 부스 제임스
피. 풀스 티모시
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크리스틴 에이. 트라우트웨인
워너-램버트 캄퍼니
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    • 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
    • C07C63/10—Halides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/04—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid halides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/08—Preparation of carboxylic acids or their salts, halides or anhydrides from nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/377—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
    • C07C51/38—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups by decarboxylation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/54—Preparation of carboxylic acid anhydrides
    • C07C51/56—Preparation of carboxylic acid anhydrides from organic acids, their salts, their esters or their halides, e.g. by carboxylation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

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

Abstract

내용 없음

Description

개선된 테프라 플루오로벤조산의 제조 방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (19)

  1. 극성, 중성 용매내에서 테트라플루오로트탈산을 90∼140℃에서 염기 촉매와 가열하는 것으로 구성되는 2, 3, 4, 5-테트라플루오로벤조산의 제조 방법.
  2. 제 1 항에 있어서, 105∼125℃에서 가열하는 방법.
  3. 제 1 항에 있어서, 염기가 유기 아민인 방법.
  4. 제 3 항에 있어서, 염기가 삼차 아민인 방법.
  5. 제 4 항에 있어서, 염기가 트리알킬아민, 4-디알킬아미노 피리딘, 피리딘, 디알킬아닐린, 알킬사이클로알킬렌이민, 바이사이클이민 또는 알킬이 C1-6직쇄 또는 분지쇄 탄화수소 라디칼이고 사이클로알킬렌이민이 5∼7원환이고 알칸이 헵탄, 옥탄, 노난 또는 데칸인 디아자바이사이클로알칸인 방법.
  6. 제 5 항에 있어서, 염기가 트리에틸아민, 디이소프로틸에틸아민, 4-디메틸아미노피리딘, 디메틸아닐린, N-메틸피롤리딘, N-메틸피페리딘, 피리딘, 퀴누클리딘 및 디아자바이사이클로 [2,2,2.]옥탄으로 구성된 그룹으로부터 선택된 것인 방법.
  7. 제 1 항에 있어서, 사용된 염기의 양이 테트라플루오로프탈산 1몰당 0.05∼0.75몰인 방법.
  8. 제 7 항에 있어서, 사용된 염기의 양이 테트라플루오로프탈산 1몰당 0.2∼0.5몰인 방법.
  9. 제 1 항에 있어서, 극성, 중성 용매가 디메틸설폭사이드, 테트라메틸렌설폰, 디메틸설폰, 디메틸포름아미드, 디메틸아세트아미드, N-메틸피롤리돈 및 헥사메틸인산트리아미드로 구성된 그룹으로부터 선택된 것인 방법.
  10. 극성, 중성 용매내에서 테트라플루오로프탈산을 105∼125℃에서 염기 촉매와 가열하는 것으로 구성되는 2, 3, 4, 5-테트라플루오로벤조산의 제조 방법.
  11. 제 10 항에 있어서, 염기가 트리에틸아민 또는 디아자바이사이클로[2.2.2.]옥탄인 방법.
  12. 디메틸설폭사이드내에서 테트라플루오로프탈산을 105∼125℃에서 트리에틸아민과 가열하는 것으로 구성되는 2, 3, 4, 5-테트라플루오로벤조산의 제조 방법.
  13. 제 12 항에 있어서, 테트라플루오로크탈산 1몰당 0.2∼0.5몰의 트리에틸아민이 사용되는 방법.
  14. (a)약 100∼170℃에서, 퍼클로로프탈리드 및 플루오르화칼륨을 극성 중성 용매내에서 가열하고 ; (b)반응 혼합물로부터 테트라플루오로프탈로일 플루오라이드를 추출하고 그것을 수성 염기로 가수분해시키고 ; (c)극성, 중성용매내에서 결과의 가수분해 생성물을 90∼140℃에서 염기 촉매와 가열하는 것으로 구성되는 ; 2, 3, 4, 5-테트라플루오로벤조산의 제조 방법.
  15. 제 14 항에 있어서, 단계(a) 및 (c)에서 극성, 중매 용매가 테트라메틸렌설폰인 방법.
  16. 제 14 항에 있어서, 단계(c)에서 염기 촉매가 트리에틸아민인 방법.
  17. 극성, 중성 용매내에서 퍼클로로프탈리드 및 플루오르화칼륨을 100∼170℃에서 가열하고, 결과의 테트라플루오로프탈로일 플루오라이드를 수성 산 또 수성 염기로 가수분해시키는 것으로 구성되는 3, 4, 5, 6- 테트라플루오로프탈산의 제조 방법.
  18. 제 17 항에 있어서, 155∼160℃에서 가열하는 방법.
  19. 제 17 항에 있어서, 테트라메틸렌설폰이 극성, 중성 용매인 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019860007351A 1985-09-09 1986-09-03 개선된 테트라플루오로벤조산의 제조 방법 KR950000642B1 (ko)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US77349085A 1985-09-09 1985-09-09
US773,490 1985-09-09
US860,728 1986-05-07
US06/860,728 US4782180A (en) 1985-09-09 1986-05-07 Process for tetrafluorobenzoic acid

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Publication Number Publication Date
KR870003048A true KR870003048A (ko) 1987-04-14
KR950000642B1 KR950000642B1 (ko) 1995-01-26

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US (1) US4782180A (ko)
EP (1) EP0218111B1 (ko)
KR (1) KR950000642B1 (ko)
CN (1) CN1014147B (ko)
AR (1) AR240308A1 (ko)
AU (2) AU590321B2 (ko)
CA (1) CA1276175C (ko)
DE (1) DE3672942D1 (ko)
DK (3) DK427286A (ko)
ES (1) ES2001422A6 (ko)
FI (1) FI863597A (ko)
GR (1) GR862276B (ko)
HU (1) HU196164B (ko)
IE (1) IE59223B1 (ko)
IL (1) IL79761A (ko)
NO (1) NO165755C (ko)
NZ (1) NZ217476A (ko)
OA (1) OA08407A (ko)
PT (1) PT83332B (ko)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4885386A (en) * 1988-10-28 1989-12-05 Warner-Lambert Company Process for the synthesis of 3-chloro-2,4,5-trifluorobenzoic acid
US4935541A (en) * 1989-11-20 1990-06-19 Occidental Chemical Corporation Preparation of 2,4,5-trifluorobenzoic acid by decarboxylation of 3,4,6-trifluorophthalic anhydride
US5233085A (en) * 1989-11-20 1993-08-03 Occidental Chemical Corporation Preparation of 2,4,5-trifluorobenzoic acid by decarboxylation of 3,4,6-trifluorophthalic acid
US4937377A (en) * 1989-11-20 1990-06-26 Occidental Chemical Corporation Preparation of 3,4-difluorobenzoic acid by the decarboxylation of 4,5-difluorophthalic anhydride or 4,5-difluorophthalic acid
USH992H (en) 1990-08-30 1991-11-05 Occidental Chemical Corporation Preparation of fluorobenzenes by the decarboxylation of fluorophthalic acids or benzoic acids
DE59200338D1 (de) * 1991-04-25 1994-09-08 Hoechst Ag N'-substituierte N-Amino-3,4,5,6-tetrafluorphthalimide und Verfahren zu ihrer Herstellung.
EP0510490B1 (de) * 1991-04-25 1995-02-15 Hoechst Aktiengesellschaft Verfahren zur Herstellung von 2,3,4,5-Tetrafluorbenzoesäure
ES2089644T3 (es) * 1992-07-10 1996-10-01 Hoechst Ag Procedimiento para la preparacion de acido tetrafluoro-ftalico y/o anhidrido de acido tetrafluoro-ftalico.
KR100256461B1 (ko) * 1993-01-23 2000-05-15 디. 제이. 우드, 스피겔 알렌 제이 삼환 화합물의 제조 방법
US5329054A (en) * 1993-07-19 1994-07-12 Albemarle Corporation Decarboxylation process
EP0877011A1 (en) * 1994-02-23 1998-11-11 Asahi Glass Company Ltd. Processes for producing tetra-fluorophthalic anhydride and fluorobenzoic acids
GB9404574D0 (en) * 1994-03-08 1994-04-20 Zeneca Ltd Decarboxylation process
DE19627411A1 (de) * 1996-07-09 1998-01-15 Bayer Ag Verfahren zur Decarboxylierung halogenierter aromatischer Carbonsäuren
WO2005111015A1 (ja) * 2004-05-13 2005-11-24 Daiichi Pharmaceutical Co., Ltd. 置換ピロリジン誘導体
JP4414314B2 (ja) * 2004-09-29 2010-02-10 ヤマハ発動機株式会社 表面実装機
CN110423205B (zh) * 2019-08-09 2020-09-08 内蒙古源宏精细化工有限公司 一种适于连续化生产的2,3,4,5-四氟-n-甲基苯甲酰胺的合成工艺
CN111909035B (zh) * 2020-08-18 2024-01-16 周敏 一种降低废弃物排放的四氟对苯二酸的制备方法
CN112266360B (zh) * 2020-10-26 2022-06-10 武汉桀升生物科技有限公司 一种高纯度组胺二盐酸盐的合成方法
CN115417761B (zh) * 2022-08-31 2024-04-02 福建华药生物技术有限公司 一种2,3,4,5-四氟苯甲酸的工业化连续生产方法

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US2439237A (en) * 1946-01-15 1948-04-06 Gen Electric Preparation of tetrahalogenated benzenes and benzoic acids
DE3318145A1 (de) * 1983-05-18 1984-11-22 Bayer Ag, 5090 Leverkusen 7-amino-1-cyclopropyl-6,8-difluor-1,4-dihydro-4-oxo-3-chinolincarbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel
JPS6185349A (ja) * 1984-10-04 1986-04-30 Nippon Shokubai Kagaku Kogyo Co Ltd ２，３，４，５−テトラフルオロ安息香酸の製法
US4769492A (en) * 1985-03-13 1988-09-06 Nippon Shokubai Kagaku Kogyo Co., Ltd. Method for production of 2,3,4,5-tetrafluorobenzoic acid
DE3631906A1 (de) * 1986-09-19 1988-03-31 Bayer Ag Verfahren zur herstellung von benzoesaeure-derivaten

Also Published As

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FI863597A0 (fi) 1986-09-05
NO863574D0 (no) 1986-09-08
DK427286D0 (da) 1986-09-08
AU4540189A (en) 1990-03-29
IL79761A (en) 1990-11-05
IE862162L (en) 1987-03-09
GR862276B (en) 1987-01-02
PT83332A (pt) 1986-10-01
CA1276175C (en) 1990-11-13
CN1014147B (zh) 1991-10-02
NZ217476A (en) 1989-08-29
IL79761A0 (en) 1986-11-30
AU6169486A (en) 1987-03-12
DK90594A (da) 1994-08-03
CN86106151A (zh) 1987-06-03
EP0218111A1 (en) 1987-04-15
DK90494A (da) 1994-08-03
US4782180A (en) 1988-11-01
AR240308A1 (es) 1990-03-30
NO165755B (no) 1990-12-27
IE59223B1 (en) 1994-01-26
KR950000642B1 (ko) 1995-01-26
NO165755C (no) 1991-04-10
PT83332B (pt) 1989-01-17
FI863597A (fi) 1987-03-10
DK427286A (da) 1987-03-10
OA08407A (en) 1988-06-30
EP0218111B1 (en) 1990-07-25
HUT43025A (en) 1987-09-28
DE3672942D1 (de) 1990-08-30
ES2001422A6 (es) 1988-05-16
HU196164B (en) 1988-10-28
NO863574L (no) 1987-03-10
AU616578B2 (en) 1991-10-31
AU590321B2 (en) 1989-11-02

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