KR19990008866A - 벤젠유도체의 제조방법 - Google Patents

벤젠유도체의 제조방법 Download PDF

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Publication number
KR19990008866A
KR19990008866A KR1019970031040A KR19970031040A KR19990008866A KR 19990008866 A KR19990008866 A KR 19990008866A KR 1019970031040 A KR1019970031040 A KR 1019970031040A KR 19970031040 A KR19970031040 A KR 19970031040A KR 19990008866 A KR19990008866 A KR 19990008866A
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KR
South Korea
Prior art keywords
producing
benzene derivative
formula
hydrogen atom
agent
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KR1019970031040A
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English (en)
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KR100220645B1 (ko
Inventor
박상후
김맹섭
조성민
조은정
Original Assignee
구광시
주식회사 코오롱
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Application filed by 구광시, 주식회사 코오롱 filed Critical 구광시
Priority to KR1019970031040A priority Critical patent/KR100220645B1/ko
Priority to IN713BO1997 priority patent/IN188653B/en
Priority to DE69708271T priority patent/DE69708271T2/de
Priority to EP97121992A priority patent/EP0889020B1/en
Priority to US08/993,018 priority patent/US6013832A/en
Priority to JP10106958A priority patent/JPH1135501A/ja
Publication of KR19990008866A publication Critical patent/KR19990008866A/ko
Application granted granted Critical
Publication of KR100220645B1 publication Critical patent/KR100220645B1/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/30—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/16—Preparation of halogenated hydrocarbons by replacement by halogens of hydroxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C22/00—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom
    • C07C22/02—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings
    • C07C22/04—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/30—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings
    • C07C57/32—Phenylacetic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms

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

Abstract

1. 청구범위에 기재된 발명이 속한 기술 분야
본 발명은 벤젠유도체의 제조 방법에 관한 것이다.
2. 발명이 해결하려고 하는 기술적 과제
이온 반응을 이용하여 상업화된 출발 물질로부터 고순도의 벤젠유도체를 제조하는 경제적인 방법을 제공하고자 한다.
3. 발명의 해결 방법의 요지
상전이 촉매 및 반응용배하에서, 일반식(Ⅱ)의 화합물을 히드로포밀화제 및 할로겐화제와 반응시켜 고순도의 일반식(Ⅰ)의 벤젠유도체를 제조한다.
상기식(Ⅰ) 및 (Ⅱ)에 있어서, ×는 할로겐원자이고, R₁및 R₂는 서로 같거나 다르며, R₁은 수소원자 또는 탄소수 1~6의 저급알킬기이고, R₂는 수소원자 또는 COOR₃이고, R3는 수소원자 또는 탄소수 1~6의 저급알킬기이다.
4. 발명의 중요한 용도
본 발명의 벤젠유도체는 소염진통제와 같은 의약품, 농약 또는 정밀화학 제품의 중간체로서 사용된다.

Description

벤젠유도체의 제조방법
본 발명은 소염진통제 등의 의약품, 농약 또는 정밀화학 제품 등의 중간체로 사용되는 일반식(Ⅰ)의 벤젠유도체를 제조하는 방법에 관한 것이다.
3 3 3 3 3 3

Claims (7)

  1. 상전이 촉매 및 반응용매하에서, 일반식(Ⅱ)의 화합물을 히드로포밀화제 및 할로겐화제와 반응시킴을 특징으로 하는 일반식(Ⅰ)의 벤젠유도체의 제조방법.
    상기식(Ⅰ) 및 (Ⅱ)에 있어서, x는 할로겐원자이고, R1및 R2는 서로 같거나 다르며, R1은 수소원자 또는 탄소수 1~6의 저급알킬기이고, R2는 수소원자 또는 COOR₃이고, R3는 수소원자 또는 탄소수 1~6의 저급알킬기이다.
  2. 1항에 있어서, 히드로포밀화제가 포르말린이나 포름알데히드를 발생시킬 수 있는 폴리머, 트리머형태의 파라포름알데히드 또는 트리옥산인 것을 특징으로 하는 일반식(Ⅰ)의 벤젠유도체의 제조방법.
  3. 1항에 있어서, 할로겐화제가 염산, 브롬화수소산 또는 요오드화수소산인 것을 특징으로 하는 일반식(Ⅰ)의 벤젠유도체의 제조방법.
  4. 1항에 있어서, 반응용매가 유기산, 무기산 또는 이들과 유기용매와의 혼합용매인 것을 특징으로 하는 일반식(Ⅰ)의 벤젠유도체의 제조방법.
  5. 1항에 있어서, 상전이 촉매가 테트라메틸암모늄할라이드, 벤질트리에틸암모늄브로마이드, 테트라데실트리메틸암모늄브로마이드 또는 헥사데실트리메틸암모늄브로마이드인 것을 특징으로 하는 일반식(Ⅰ)의 벤젠유도체의 제조방법.
  6. 1항에 있어서, 일반식(Ⅱ)의 화합물 1당량에 대하여 히드로포밀화제를 1.0 ~ 10.0당량, 할로겐화제를 1.2~20당량 사용함을 특징으로 하는 일반식(Ⅰ)의 벤젠유도체의 제조방법.
  7. 1항에 있어서, 반응온도가 40~140℃이고 반응시간이 2~30시간임을 특징으로 하는 일반식(Ⅰ)의 벤젠유도체의 제조방법.
KR1019970031040A 1997-07-04 1997-07-04 벤젠유도체의 제조방법 KR100220645B1 (ko)

Priority Applications (6)

Application Number Priority Date Filing Date Title
KR1019970031040A KR100220645B1 (ko) 1997-07-04 1997-07-04 벤젠유도체의 제조방법
IN713BO1997 IN188653B (ko) 1997-07-04 1997-12-10
DE69708271T DE69708271T2 (de) 1997-07-04 1997-12-12 Verfahren zur Herstellung von Benzolderivaten
EP97121992A EP0889020B1 (en) 1997-07-04 1997-12-12 A process for the production of benzene derivatives
US08/993,018 US6013832A (en) 1997-07-04 1997-12-18 Process for the production of benzene derivatives
JP10106958A JPH1135501A (ja) 1997-07-04 1998-04-02 ベンゼン誘導体の製造工程

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Application Number Priority Date Filing Date Title
KR1019970031040A KR100220645B1 (ko) 1997-07-04 1997-07-04 벤젠유도체의 제조방법

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KR19990008866A true KR19990008866A (ko) 1999-02-05
KR100220645B1 KR100220645B1 (ko) 1999-09-15

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US (1) US6013832A (ko)
EP (1) EP0889020B1 (ko)
JP (1) JPH1135501A (ko)
KR (1) KR100220645B1 (ko)
DE (1) DE69708271T2 (ko)
IN (1) IN188653B (ko)

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* Cited by examiner, † Cited by third party
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KR19990015053A (ko) * 1997-08-01 1999-03-05 구광시 2-(4-할로메틸페닐)프로피온산의 제조방법
KR19990015050A (ko) * 1997-08-01 1999-03-05 구광시 페닐프로피온산 유도체의 제조방법
KR100448640B1 (ko) * 1997-08-01 2004-11-16 주식회사 코오롱 페닐프로피온산 유도체의 제조방법
KR100448642B1 (ko) * 1997-08-01 2004-11-16 주식회사 코오롱 페닐프로피온산 유도체의 제조방법
KR100448641B1 (ko) * 1997-08-01 2004-11-16 주식회사 코오롱 2-(4-할로메틸페닐)프로피온산의 제조 방법

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ITMI20012434A1 (it) 2001-11-20 2003-05-20 Dompe Spa Acidi 2-aril-propionici e composizioni farmaceutiche che li contengono
CN104744237B (zh) * 2015-02-16 2016-08-24 浙江博聚新材料有限公司 一种2-（4-溴甲基苯基）丙酸制备方法
CN105294386A (zh) * 2015-09-18 2016-02-03 苏州顺唐化纤有限公司 一种对叔丁基氯苄的合成方法
CN105753685A (zh) * 2016-03-30 2016-07-13 浙江丽水有邦新材料有限公司 一种洛索洛芬中间体的制备方法
CN106349051A (zh) * 2016-08-25 2017-01-25 宁波博撷化学科技有限公司 一种2‑(4‑氯甲基苯基)丙酸甲酯的制备方法
CN106866404A (zh) * 2017-01-04 2017-06-20 昆山力田医化科技有限公司 一种4‑溴甲基异苯丙酸的合成方法
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CN109180464B (zh) * 2018-09-10 2020-08-07 浙江大学 气相循环法制备2-(4-溴甲基苯基)丙酸

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR19990015053A (ko) * 1997-08-01 1999-03-05 구광시 2-(4-할로메틸페닐)프로피온산의 제조방법
KR19990015050A (ko) * 1997-08-01 1999-03-05 구광시 페닐프로피온산 유도체의 제조방법
KR100448640B1 (ko) * 1997-08-01 2004-11-16 주식회사 코오롱 페닐프로피온산 유도체의 제조방법
KR100448642B1 (ko) * 1997-08-01 2004-11-16 주식회사 코오롱 페닐프로피온산 유도체의 제조방법
KR100448641B1 (ko) * 1997-08-01 2004-11-16 주식회사 코오롱 2-(4-할로메틸페닐)프로피온산의 제조 방법

Also Published As

Publication number Publication date
JPH1135501A (ja) 1999-02-09
DE69708271T2 (de) 2002-08-22
IN188653B (ko) 2002-10-26
US6013832A (en) 2000-01-11
EP0889020B1 (en) 2001-11-14
EP0889020A1 (en) 1999-01-07
KR100220645B1 (ko) 1999-09-15
DE69708271D1 (de) 2001-12-20

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