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    • 2. 发明授权
    • Process for production of alcohol compound
    • 醇化合物生产工艺
    • US07745669B2
    • 2010-06-29
    • US12307223
    • 2007-07-03
    • Toru SakamotoShinzo Seko
    • Toru SakamotoShinzo Seko
    • C07C33/46C07C33/28
    • C07C41/16C07C319/20C07C323/20C07C43/23
    • A process for the production of an alcohol compound represented by the formula (3): wherein X1, X2, X3, X4, Z, R and n are as defined below, comprising reacting a phenol represented by the formula (1): wherein X1, X2, X3 and X4 independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 3 carbon atoms; Z represents an oxygen atom or a sulfur atom; and R represents an alkyl group, an alkenyl group, an alkynyl group, or an aralkyl group which may be substituted by a halogen atom, with a haloalcohol represented by the formula (2): wherein Y represents a chlorine atom or a bromine atom; and n represents an integer of 2 or 3, in a biphase system composed of a water-immiscible organic solvent and an aqueous alkali metal hydroxide solution in the presence of a phase-transfer catalyst.
    • 一种制备由式(3)表示的醇化合物的方法:其中X1,X2,X3,X4,Z,R和n如下所定义,包括使由式(1)表示的苯酚:其中X1 ,X 2,X 3和X 4独立地表示氢原子,卤素原子或碳原子数1〜3的烷基。 Z表示氧原子或硫原子; 和R表示可以被卤素原子取代的烷基,烯基,炔基或芳烷基与式(2)表示的卤代醇:其中Y表示氯原子或溴原子; 在相转移催化剂存在下,在由水不混溶的有机溶剂和碱金属氢氧化物水溶液组成的双相体系中,n表示2或3的整数。
    • 5. 发明授权
    • Method for selectively producing primary amine compound
    • 选择性生产伯胺化合物的方法
    • US08269044B2
    • 2012-09-18
    • US12097234
    • 2006-12-14
    • Naoyuki TakanoKazuyuki TanakaShinzo Seko
    • Naoyuki TakanoKazuyuki TanakaShinzo Seko
    • C07D213/38C07D251/04C07C209/08
    • C07C209/62C07C213/02C07D213/26C07D213/38C07D251/04C07C211/27C07C211/29C07C217/58
    • Disclosed is a method for producing a primary amine compound represented by the formula (3): wherein, Ar is as defined below, which is characterized in that a halogen compound represented by the formula (1): wherein, Ar represents an unsubstituted aromatic group such as a phenyl group, a naphthyl group, a pyridyl group, a furyl group, a thienyl group, a pyrrolyl group, an oxazolyl group, an isoxazolyl group or a pyrimidinyl group, or an aromatic group obtained by substituting such an unsubstituted aromatic group with 1-3 substituents; and X represents a halogen atom, ammonia and formaldehyde are reacted with each other, thereby obtaining a hexahydrotriazine compound represented by the formula (2): wherein, Ar is as defined above, and then the thus-obtained hexahydrotriazine compound is decomposed. By this method, a primary amine compound can be commercially advantageously produced by using a low-cost ammonia while suppressing production of a secondary amine as a by-product.
    • 公开了一种由式(3)表示的伯胺化合物的制备方法:其中Ar如下所定义,其特征在于由式(1)表示的卤素化合物:其中Ar表示未取代的芳族基团 苯基,萘基,吡啶基,呋喃基,噻吩基,吡咯基,恶唑基,异恶唑基或嘧啶基,或通过取代这些未取代的芳基取代的芳基 具有1-3个取代基; X表示卤素原子,氨和甲醛彼此反应,得到式(2)表示的六氢三嗪化合物:其中,Ar如上定义,然后将由此得到的六氢三嗪化合物分解。 通过这种方法,可以通过使用低成本氨同时抑制作为副产物的仲胺的生产,商业上有利地生产伯胺化合物。
    • 6. 发明授权
    • Process for production of alcohol compound
    • 醇化合物生产工艺
    • US07652177B2
    • 2010-01-26
    • US12307240
    • 2007-07-03
    • Toru SakamotoShinzo Seko
    • Toru SakamotoShinzo Seko
    • C07C33/18C07C33/46C07C33/28
    • C07C41/16C07C319/20C07C323/20C07C43/23
    • A process for the production of an alcohol compound represented by the formula (3): wherein X1, X2, X3, X4, Z, R and n are as defined below, comprising reacting a phenol represented by the formula (1): wherein X1, X2, X3 and X4 independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 3 carbon atoms; Z represents an oxygen atom or a sulfur atom; and R represents a halogen-substituted alkenyl group, with a haloalcohol represented by the formula (2): wherein Y represents a chlorine atom or a bromine atom; and n represents an integer of 2 or 3, in a biphase system composed of a water-immiscible organic solvent and an aqueous alkali metal hydroxide solution in the presence of a phase-transfer catalyst.
    • 一种制备由式(3)表示的醇化合物的方法:其中X1,X2,X3,X4,Z,R和n如下所定义,包括使由式(1)表示的苯酚:其中X1 ,X 2,X 3和X 4独立地表示氢原子,卤素原子或碳原子数1〜3的烷基。 Z表示氧原子或硫原子; 和R表示卤素取代的烯基,与式(2)表示的卤代醇:其中Y表示氯原子或溴原子; 在相转移催化剂存在下,由与水不混溶的有机溶剂和碱金属氢氧化物水溶液组成的双相体系中,n表示2或3的整数。
    • 7. 发明申请
    • METHOD FOR PRODUCING PRIMARY AMINE COMPOUND
    • 生产主要胺化合物的方法
    • US20090287023A1
    • 2009-11-19
    • US12097974
    • 2006-12-25
    • Hiroshi SoudaNaoyuki TakanoShinzo Seko
    • Hiroshi SoudaNaoyuki TakanoShinzo Seko
    • C07C209/24
    • C07C209/62C07C209/08C07C211/21C07C211/28
    • Disclosed is a method for producing a primary amine compound represented by the formula (2) below, which is characterized in that a halogen compound represented by the formula (1) below, ammonia and formaldehyde are reacted with each other, and then the thus-obtained reaction product is [1] brought into contact with an aqueous solution of an acid or [2] reacted with a hydroxylamine under acidic conditions. By this method, a primary amine compound can be commercially advantageously produced by using a low-cost ammonia while suppressing production of a secondary amine as a by-product. (1) (In the formula, R1 and R2 independently represent a hydrogen atom, a C1-C5 alkyl group which may be substituted by a halogen atom or the like, a C1-C5 alkoxy group which may be substituted by a halogen atom, a cyano group, a C2-C11 alkenyl group or a phenyl group or the like; R3 represents a hydrogen atom, a linear or branched C1-C5 alkyl group or a cyano group; and X represents a halogen atom.) (2) (In the formula, R1, R2 and R3 are as defined above.)
    • 公开了下述式(2)表示的伯胺化合物的制造方法,其特征在于,将下式(1)表示的卤素化合物与氨和甲醛反应, 得到的反应产物[1]在酸性条件下与酸的水溶液或[2]与羟胺反应。 通过这种方法,可以通过使用低成本氨同时抑制作为副产物的仲胺的生产,商业上有利地生产伯胺化合物。 (1)(式中,R 1和R 2各自独立地表示氢原子,可被卤素原子等取代的C1〜C5烷基,可被卤素原子取代的C1〜C5烷氧基, 氰基,C 2 -C 11烯基或苯基等; R 3表示氢原子,直链或支链C 1 -C 5烷基或氰基; X表示卤素原子)(2)( 在式中,R 1,R 2和R 3如上所定义。)
    • 8. 发明申请
    • PROCESS FOR PRODUCTION OF ALCOHOL COMPOUND
    • 生产醇溶液的方法
    • US20090192336A1
    • 2009-07-30
    • US12307240
    • 2007-07-03
    • Toru SakamotoShinzo Seko
    • Toru SakamotoShinzo Seko
    • C07C39/10
    • C07C41/16C07C319/20C07C323/20C07C43/23
    • A process for the production of an alcohol compound represented by the formula (3): wherein X1, X2, X3, X4, Z, R and n are as defined below, comprising reacting a phenol represented by the formula (1): wherein X1, X2, X3 and X4 independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 3 carbon atoms; Z represents an oxygen atom or a sulfur atom; and R represents a halogen-substituted alkenyl group, with a haloalcohol represented by the formula (2): wherein Y represents a chlorine atom or a bromine atom; and n represents an integer of 2 or 3, in a biphase system composed of a water-immiscible organic solvent and an aqueous alkali metal hydroxide solution in the presence of a phase-transfer catalyst.
    • 一种制备由式(3)表示的醇化合物的方法:其中X1,X2,X3,X4,Z,R和n如下所定义,包括使由式(1)表示的苯酚:其中X1 ,X 2,X 3和X 4独立地表示氢原子,卤素原子或碳原子数1〜3的烷基。 Z表示氧原子或硫原子; 和R表示卤素取代的烯基,与式(2)表示的卤代醇:其中Y表示氯原子或溴原子; 在相转移催化剂存在下,在由水不混溶的有机溶剂和碱金属氢氧化物水溶液组成的双相体系中,n表示2或3的整数。