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    • 5. 发明申请
    • Methods for making 2-(omega-alkoxycarbonylalkanoyl) -4-butanolide, ester of omega-hydroxy - ( omega-3 ) -ketoaliphatic acid, and derivatives thereof
    • 制备2-(ω-烷氧基羰基烷酰基)-4-丁醇酯,ω-羟基 - (ω-3) - 酮脂肪酸的酯及其衍生物的方法
    • US20020068832A1
    • 2002-06-06
    • US09997140
    • 2001-11-29
    • Soda Aromatic Co., Ltd.
    • Hideaki TakaokaSigeru WadaNobuhiko ItoAkio HasebeShinzo ImamuraHideo Muraoka
    • C07D37/33
    • C07D307/33C07C51/43C07C67/32C07C69/716C07C59/215
    • In industrial production of null-hydroxyaliphatic acid being an important intermediate for large cyclic lactone-based perfumes, using dicarboxylate ester which is inexpensive and readily obtainable, a method, with high yield and improved selectively, for making a 2-(null-alkoxycarbonylalkanoyl)-4-butanolide and an alkaline metal salt thereof, an ester of null-hydroxy-(null-3)-ketoaliphatic acid as a novel compound and a derivative thereof, and a method for making the same are provided. Condensation reaction of null-butyrolactone with a dicarboxylate ester represented by the general formula (1) ROOC(CH2)nCOOR wherein n is an integer of 7 to 13 and R is an alkyl group forms a condensation solution containing an alkaline metal salt of 2-(null-alkoxycarbonylalkanoyl)-4-butanolide represented by the general formula (3): 1 wherein n is an integer of 7 to 13, R is an alkyl group, and M is an alkaline metal; the solution is extracted with water or an aqueous alkaline solution and subjected to hydrolysis and decarboxylation to form an alkaline metal salt of null-hydroxy-(null-3)-ketoaliphatic acid represented by the general formula (5): 2 wherein n is an integer of 7 to 13 and M is an alkaline metal; and the compound is selectively and effectively separated and recovered and then acidified to form an null-hydroxy-(null-3)-ketoaliphatic acid represented by the general formula (10): 3 wherein n is an integer of 7 to 13.
    • 在工业生产中,ω-羟基脂肪酸是大环内酯基香料的重要中间体,使用廉价且易于获得的二羧酸酯,可以制备2-(ω-烷氧羰基烷酰基) -4-丁醇酸及其碱金属盐,作为新化合物的ω-羟基 - (ω-3) - 脂肪酸的酯及其衍生物及其制备方法。 γ-丁内酯与通式(1)表示的二羧酸酯的缩合反应ROOC(CH 2)n COOR其中n为7〜13的整数,R为烷基,形成含有2- (3)表示的(ω-烷氧基羰基烷酰基)-4-丁醇酯:其中n为7〜13的整数,R为烷基,M为碱金属; 溶液用水或碱性水溶液萃取,并进行水解和脱羧,形成由通式(5)表示的ω-羟基 - (ω-3) - 酮脂肪酸的碱金属盐:其中n为整数 为7〜13,M为碱金属; 选择性且有效地分离和回收化合物,然后酸化以形成由通式(10)表示的ω-羟基 - (ω-3) - 酮脂肪酸:其中n为7至13的整数。
    • 6. 发明申请
    • Methods for making 2-(omega-alkoxycarbonylalkanoyl) -4-butanolide, ester of omega-Hydroxy-(omega-3) -ketoaliphatic acid, and derivatives thereof
    • 制备2-(ω-烷氧羰基烷酰基)-4-丁醇酯,ω-羟基 - (ω-3) - 酮脂肪酸的酯及其衍生物的方法
    • US20020133028A1
    • 2002-09-19
    • US10047895
    • 2002-01-14
    • Soda Aromatic Co., Ltd.
    • Hideaki TakaokaSigeru WadaNobuhiko ItoAkio HasebeShinzo ImamuraHideo Muraoka
    • C07D37/33
    • C07D307/33C07C51/43C07C67/32C07C69/716C07C59/215
    • In industrial production of null-hydroxyaliphatic acid being an important intermediate for large cyclic lactone-based perfumes, using dicarboxylate ester which is inexpensive and readily obtainable, a method, with high yield and improved selectively, for making a 2-(null-alkoxycarbonylalkanoyl)-4-butanolide and an alkaline metal salt thereof, an ester of null-hydroxy-(null-3)-ketoaliphatic acid as a novel compound and a derivative thereof, and a method for making the same are provided. Condensation reaction of null-butyrolactone with a dicarboxylate ester represented by the general formula (1). ROOC(CH2)nCOOR wherein n is an integer of 7 to 13 and R is an alkyl group forms a condensation solution containing an alkaline metal salt of 2-(null-alkoxycarbonylalkanoyl)-4-butanolide represented by the general formula (3): 1 wherein n is an integer of 7 to 13, R is an alkyl group, and M is an alkaline metal; the solution is extracted with water or an aqueous alkaline solution and subjected to hydrolysis and decarboxylation to form an alkaline metal salt of null-hydroxy-(null-3)-ketoaliphatic acid represented by the general formula (5): 2 wherein n is an integer of 7 to 13 and M is an alkaline metal; and the compound is selectively and effectively separated and recovered and then acidified to form an null-hydroxy-(null-3)-ketoaliphatic acid represented by the general formula (10): 3 wherein n is an integer of 7 to 13.
    • 在工业生产中,ω-羟基脂肪酸是大环内酯基香料的重要中间体,使用廉价且易于获得的二羧酸酯,可以制备2-(ω-烷氧羰基烷酰基) -4-丁醇酸及其碱金属盐,作为新化合物的ω-羟基 - (ω-3) - 脂肪酸的酯及其衍生物及其制备方法。 γ-丁内酯与通式(1)表示的二羧酸酯的缩合反应。 ROOC(CH 2)n COOR其中n为7〜13的整数,R为烷基,形成含有通式(3)表示的2-(ω-烷氧羰基烷酰基)-4-丁醇的碱金属盐的缩合溶液: 其中n为7〜13的整数,R为烷基,M为碱金属; 溶液用水或碱性水溶液萃取,并进行水解和脱羧,形成由通式(5)表示的ω-羟基 - (ω-3) - 酮脂肪酸的碱金属盐:其中n为整数 为7〜13,M为碱金属; 选择性且有效地分离和回收化合物,然后酸化以形成由通式(10)表示的ω-羟基 - (ω-3) - 酮脂肪酸:其中n为7至13的整数。
    • 7. 发明申请
    • Methods for making 2-(omega-alkoxycarbonylalkanoyl) -4-butanolide, ester of omega-hydroxy- (omega-3) - ketoaliphatic acid, and derivatives thereof
    • 制备2-(ω-烷氧基羰基烷酰基)-4-丁醇酯,ω-羟基 - (ω-3) - 酮脂肪酸的酯及其衍生物的方法
    • US20010051734A1
    • 2001-12-13
    • US09894014
    • 2001-06-28
    • Soda Aromatic Co., Ltd.
    • Hideaki TakaokaSigeru WadaNobuhiko ItoAkio HasebeShinzo ImamuraHideo Muraoka
    • C07D37/33
    • C07D307/33C07C51/43C07C67/32C07C69/716C07C59/215
    • In industrial production of null-hydroxyaliphatic acid being an important intermediate for large cyclic lactone-based perfumes, using dicarboxylate ester which is inexpensive and readily obtainable, a method, with high yield and improved selectively, for making a 2-(null-alkoxycarbonylalkanoyl)-4-butanolide and an alkaline metal salt thereof, an ester of null-hydroxy-(null-3)-ketoaliphatic acid as a novel compound and a derivative thereof, and a method for making the same are provided. Condensation reaction of null-butyrolactone with a dicarboxylate ester represented by the general formula (1) ROOC(CH2)nCOOR wherein n is an integer of 7 to 13 and R is an alkyl group forms a condensation solution containing an alkaline metal salt of 2-(null-alkoxycarbonylalkanoyl)-4-butanolide represented by the general formula (3): 1 wherein n is an integer of 7 to 13, R is an alkyl group, and M is an alkaline metal; the solution is extracted with water or an aqueous alkaline solution and subjected to hydrolysis and decarboxylation to form an alkaline metal salt of null-hydroxy-(null-3)-ketoaliphatic acid represented by the general formula (5): 2 wherein n is an integer of 7 to 13 and M is an alkaline metal; and the compound is selectively and effectively separated and recovered and then acidified to form an null-hydroxy-(null-3)-ketoaliphatic acid represented by the general formula (10): 3 wherein n is an integer of 7 to 13.
    • 在工业生产中,ω-羟基脂肪酸是大环内酯基香料的重要中间体,使用廉价且易于获得的二羧酸酯,可以制备2-(ω-烷氧羰基烷酰基) -4-丁醇酸及其碱金属盐,作为新化合物的ω-羟基 - (ω-3) - 脂肪酸的酯及其衍生物及其制备方法。 γ-丁内酯与通式(1)表示的二羧酸酯的缩合反应ROOC(CH 2)n COOR其中n为7〜13的整数,R为烷基,形成含有2- (3)表示的(ω-烷氧基羰基烷酰基)-4-丁醇酯:其中n为7〜13的整数,R为烷基,M为碱金属; 溶液用水或碱性水溶液萃取,并进行水解和脱羧,形成由通式(5)表示的ω-羟基 - (ω-3) - 酮脂肪酸的碱金属盐:其中n为整数 为7〜13,M为碱金属; 选择性且有效地分离和回收化合物,然后酸化以形成由通式(10)表示的ω-羟基 - (ω-3) - 酮脂肪酸:其中n为7至13的整数。