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公开(公告)号：KR100414443B1
公开(公告)日：2004-01-07
申请号：KR1020000085129
申请日：2000-12-29
Applicant: 학교법인연세대학교
IPC: C07C45/29
Abstract: PURPOSE: Provided is a process for producing a ketone by reacting an aldehyde and an olefin, which improves the efficiency of a catalyst, therefore, it can improve yield and shorten the reaction time. CONSTITUTION: The ketone is produced by reacting an aliphatic or aromatic aldehyde and a vinyl olefin having an aliphatic or aromatic alkyl group in the presence of a transition metal catalyst, a 2-amino pyridine derivative, a primary amine, and an acid as a catalyst and additives, wherein the transition metal catalyst is at least one or two selected from the group consisting of a rhodium monovalent catalyst, a catalyst of the rhodium monovalent and a phosphine compound, a rhodium trivalent catalyst, a catalyst of the rhodium trivalent and the phosphine compound, a ruthenium catalyst, and an iridium catalyst.
Abstract translation: 目的：提供一种通过使醛和烯烃反应来制造酮的方法，其提高了催化剂的效率，因此可以提高收率并缩短反应时间。 构成：通过在过渡金属催化剂，2-氨基吡啶衍生物，伯胺和酸作为催化剂存在下使脂族或芳族醛与具有脂族或芳族烷基的乙烯基烯烃反应来制备酮 和添加剂，其中所述过渡金属催化剂为选自铑一价催化剂，铑一价催化剂和膦化合物中的至少一种或两种，三价铑催化剂，三价铑催化剂和膦 化合物，钌催化剂和铱催化剂。
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公开(公告)号：KR100565763B1
公开(公告)日：2006-03-28
申请号：KR1020030028144
申请日：2003-05-02
Applicant: 학교법인연세대학교
IPC: C07C45/26
Abstract: 본 발명은 알카인과 알데하이드의 혼합물에 일차아민, 2-아미노피리딘 유도체, 유기산 또는 루이스 산, 그리고 윌킨슨 착물(Rh(PPh
3 )
3 Cl) 또는 비스사이클로옥텐로듐클로라이드이합체([Rh(C
8 H
14 )
2 Cl]
2 )에서 선택되는 로듐1가 전이금속촉매를 첨가하여 알카인의 탄소-탄소 삼중 결합을 끊는 방법을 이용하여 케톤을 제조하는 방법에 관한 것이다.
본 발명은 원료물질로서 알데하이드와 내부 알카인을 사용하고 여기에 상기 윌킨슨 착물 또는 비스사이클로옥텐로듐클로라이드이합체에서 선택되는 로듐1가 전이금속촉매와 첨가제로 2-아미노피리딘 유도체와 일차아민, 산을 투입하는 단계와 상기 반응혼합물을 약 섭씨 100 ~ 200℃ 온도하에서 10시간 이상 가열한 후 가수분해를 통하여 새로운 케톤화합물을 얻는 방법에 관한 것이다. 본 발명에 따른 방법은 알카인과 알데하이드간의 하이드로아실화반응을 통하여 알파,베타-불포화케톤이 중간체로 형성되는 과정과 중간체의 알파,베타-불포화기가 끊어져 각각 알데하이드와 케톤으로 전환되어 최종적으로 알카인의 탄소-탄소 삼중결합을 끊는 두 단계의 과정으로 나누어지나 반응물과 함께 상기 로듐1가 전이금속촉매와 첨가물들을 혼합함으로써, 한 반응용기에서 한번에 반응시키고 가수분해를 통해 케톤을 얻을 수 있다.-
公开(公告)号：KR1020040094154A
公开(公告)日：2004-11-09
申请号：KR1020030028144
申请日：2003-05-02
Applicant: 학교법인연세대학교
IPC: C07C45/26
Abstract: PURPOSE: A process is provided to produce a ketone by breaking a C-C triple bond of an alkyne, which has high efficiency, can produce various ketone compounds according to kinds and amounts of substrates, and can produce polyketone easily. CONSTITUTION: The process comprises the steps of: dissolving an aldehyde and an alkyne compound in an organic solvent; injecting a 2-aminopyridine derivative, a primary amine, an acid, and a transition metal catalyst into the resultant solution; heating at 100-200deg.C for 10-100 hours and then performing hydrolysis to break the C-C triple bond. The transition metal catalyst is a rhodium monovalent catalyst or a rhodium monovalent catalyst containing a phosphine compound.
Abstract translation: 目的：提供通过破坏炔烃的C-C三键来生产酮的方法，其具有高效率，可以根据底物的种类和量生产各种酮化合物，并且可以容易地生产聚酮。 构成：该方法包括以下步骤：将醛和炔化合物溶解在有机溶剂中; 向所得溶液中注入2-氨基吡啶衍生物，伯胺，酸和过渡金属催化剂; 在100-200℃下加热10-100小时，然后进行水解以破坏C-C三键。 过渡金属催化剂是含有膦化合物的铑单价催化剂或铑单价催化剂。
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Patent Agency Ranking
公开(公告)号：KR100414442B1
公开(公告)日：2004-01-07
申请号：KR1020000085128
申请日：2000-12-29
Applicant: 학교법인연세대학교
IPC: C07C49/00
Abstract: PURPOSE: Provided is an ortho-alkylation method of an aromatic ketone, which applies an alkyl group selectively to the ortho position of the aromatic ketone by reacting the aromatic ketone with an olefin. CONSTITUTION: The ortho-alkylation method is performed by (1) reacting the aromatic ketone with an alkyl contained compound, such as an aliphatic or aromatic alkyl contained olefin, an internal olefin, or a diene compound, in the presence of a primary amine and a transition metal catalyst or by (2) reacting the aromatic ketone with the primary amine to produce a ketimine and then reacting the ketimine with the alkyl contained compound in the presence of the transition metal catalyst.
Abstract translation: 目的：提供芳族酮的邻烷基化方法，其通过使芳族酮与烯烃反应而选择性地将烷基施加到芳族酮的邻位。 构成：邻烷基化方法通过（1）在伯胺存在下，使芳族酮与含烷基的化合物如含脂族或芳族烷基的烯烃，内烯烃或二烯化合物反应，和 过渡金属催化剂或（2）使芳族酮与伯胺反应以产生酮亚胺，然后在过渡金属催化剂存在下使酮亚胺与含烷基的化合物反应。
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公开(公告)号：KR1020020058130A
公开(公告)日：2002-07-12
申请号：KR1020000085129
申请日：2000-12-29
Applicant: 학교법인연세대학교
IPC: C07C45/29
Abstract: PURPOSE: Provided is a process for producing a ketone by reacting an aldehyde and an olefin, which improves the efficiency of a catalyst, therefore, it can improve yield and shorten the reaction time. CONSTITUTION: The ketone is produced by reacting an aliphatic or aromatic aldehyde and a vinyl olefin having an aliphatic or aromatic alkyl group in the presence of a transition metal catalyst, a 2-amino pyridine derivative, a primary amine, and an acid as a catalyst and additives, wherein the transition metal catalyst is at least one or two selected from the group consisting of a rhodium monovalent catalyst, a catalyst of the rhodium monovalent and a phosphine compound, a rhodium trivalent catalyst, a catalyst of the rhodium trivalent and the phosphine compound, a ruthenium catalyst, and an iridium catalyst.
Abstract translation: 目的：提供使醛和烯烃反应生成酮的方法，提高催化剂的效率，因此可以提高收率并缩短反应时间。 构成：通过在过渡金属催化剂，2-氨基吡啶衍生物，伯胺和酸作为催化剂的存在下使脂族或芳族醛与具有脂族或芳族烷基的乙烯基烯烃反应制备酮 和添加剂，其中所述过渡金属催化剂是选自铑单价催化剂，铑单价催化剂和膦化合物，铑三价催化剂，三价铑催化剂和膦的至少一种或两种 化合物，钌催化剂和铱催化剂。
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公开(公告)号：KR1020030074956A
公开(公告)日：2003-09-22
申请号：KR1020020013976
申请日：2002-03-15
Applicant: 학교법인연세대학교
IPC: C07C45/00
Abstract: PURPOSE: A method for preparing an α,β-unsaturated ketone is provided, to obtain an α,β -unsaturated ketone selectively with generating little by-product under the mild condition by the simplified reaction. CONSTITUTION: The method comprises the steps of adding a transition metal catalyst and 2-aminopyridine derivative to a mixture of an aldehyde compound and an alkyne compound; and heating the mixture at a temperature of 50-150 deg.C for 1-36 hours. Preferably the aldehyde compound is selected from the group consisting of an aromatic aldehyde, an aliphatic aldehyde or a heteroatom-containing aldehyde; the alkyne compound is selected from the group consisting of a terminal alkyne and internal alkyne containing an aliphatic or aromatic group; and the transition metal catalyst is a rhodium monovalent catalyst or a rhodium trivalent catalyst; and the 2-aminopyridine derivative is 2-amino-3-picoline.
Abstract translation: 目的：提供一种制备α，β-不饱和酮的方法，通过简化反应在温和条件下选择性地得到α，β-不饱和酮，副产物少。 方案：该方法包括将过渡金属催化剂和2-氨基吡啶衍生物加入到醛化合物和炔化合物的混合物中的步骤; 并在50-150℃的温度下加热该混合物1-36小时。 优选地，醛化合物选自芳族醛，脂族醛或含杂原子的醛; 炔化合物选自末端炔烃和含有脂族或芳族基团的内炔烃; 过渡金属催化剂为铑单价催化剂或铑三价催化剂; 而2-氨基吡啶衍生物是2-氨基-3-甲基吡啶。
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公开(公告)号：KR1020020058129A
公开(公告)日：2002-07-12
申请号：KR1020000085128
申请日：2000-12-29
Applicant: 학교법인연세대학교
IPC: C07C49/00
Abstract: PURPOSE: Provided is an ortho-alkylation method of an aromatic ketone, which applies an alkyl group selectively to the ortho position of the aromatic ketone by reacting the aromatic ketone with an olefin. CONSTITUTION: The ortho-alkylation method is performed by (1) reacting the aromatic ketone with an alkyl contained compound, such as an aliphatic or aromatic alkyl contained olefin, an internal olefin, or a diene compound, in the presence of a primary amine and a transition metal catalyst or by (2) reacting the aromatic ketone with the primary amine to produce a ketimine and then reacting the ketimine with the alkyl contained compound in the presence of the transition metal catalyst.
Abstract translation: 目的：提供芳族酮的邻位烷基化方法，其通过使芳族酮与烯烃反应，将烷基选择性地施加到芳族酮的邻位。 构成：邻烷基化方法通过以下方法进行：（1）使芳族酮与含烷基的化合物如脂族或芳族烷基含有烯烃，内烯烃或二烯化合物在伯胺和 过渡金属催化剂或通过（2）使芳族酮与伯胺反应以产生酮亚胺，然后在过渡金属催化剂存在下使酮亚胺与含烷基的化合物反应。
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公开(公告)号：KR100502707B1
公开(公告)日：2005-07-22
申请号：KR1020020013976
申请日：2002-03-15
Applicant: 학교법인연세대학교
IPC: C07C45/00
Abstract: 본 발명은 알데히드와 말단 알킨이나 내부알킨들에 대해 로듐금속 촉매를 넣고 알파,베타-불포화 케톤 화합물을 제조하는 방법에 관한 것으로, 종래의 반응들보다 간단하고 부산물이 거의 없이 알파, 베타-불포화 케톤을 선택적으로 얻을 수 있도록 하는 것을 목적으로 한 것이다. 본 발명은 알데히드와 말단알킨이나 내부알킨을 출발물질로 하고 로듐금속촉매를 약간 넣되, 여기에 첨가제로 2-아미노피리딘 유도체를 함께 넣고, 가열 반응시키는 것을 특징으로 한 것으로서, 생성물로 메조-알파,베타-불포화 케톤, 트렌스-알파,베타-불포화 케톤, 씨스- 알파,베타-불포화 케톤 화합물들을 각각 선택적으로 얻을 수 있으며, 비교적 완화된 반응조건으로 알파,베타-불포화 케톤을 제조할 수 있게 하여 제조비용의 절감을 이룰 수 있다.
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