Abstract:
PROBLEM TO BE SOLVED: To provide a new method for partial reduction of an alkyne compound while avoiding disadvantageous points of the conventional techniques. SOLUTION: This method for producing a cyclohexene derivative represented by general formula I or II [R1 is a group of formula V, a group of formula VI, a group of formula VII or a group of formula VII; R2 is OH or a protective group convertible to OH by hydrolysis; R3 and R4 are each hydrogen or a 1-4C alkyl; R5 is hydrogen or a 1-4C acyl] comprises reducing an alkyne compound represented by general formula III or IV [R1 and R2 are each as defined above]. The reducing agent used is a mixture of zinc and at least one or more compounds B selected from the group consisting of an ammonium salt, a copper salt, an alkali metal salt and an alkaline earth metal salt.
Abstract:
PROBLEM TO BE SOLVED: To provide a method for producing a C10 -dialdehyde monoacetal on an industrial scale. SOLUTION: The method for producing 2,7-dimethyl-2,4,6-octatrienal monoacetal shown by formula I comprises (a) condensing an ester phosphonium salt shown by formula II or an ester phosphonate shown by formula III and an aldehyde shown by formula IV in a Wittig or Wittig-Horner reaction to form an acetal ester shown by formula V, (b) reducing the ester shown by formula V to form an acetal alcohol shown by formula VI and (c) oxidizing the alcohol shown by formula VI to form 2,7-dimethyl-2,4,6-octatrienal monoacetal shown by formula I, wherein, R , R , R , R and R are for example, a 1-8C alkyl; R is an aryl; X is an inorganic or organic anion.
Abstract:
PROBLEM TO BE SOLVED: To provide a method for efficiently producing a meso-zeaxanthine in a high yield. SOLUTION: This method for producing the three-dimensionally homogeneous meso-zeaxanthine comprises (a) resolving a racemic mixture of acetylenediols (R-I) and (S-I) to enantiomers (R-I) and (S-I), (b) each converting the enantiomers (R-I) and (S-I) to 15C phosphonium salts (R-II) and (S-II), (c) reacting R-II or S-II with a 10C dialkylmonoacetal by Wittig reaction to provide 25C acetal R-IV or S-IV, (d) converting R-IV or S-IV to 25C aldehyde R-V or S-V and (e) reacting R-V with a 15C phosphonium salt S-II or reacting S-V with a 15C phosphonium salt R-II.
Abstract:
PROBLEM TO BE SOLVED: To provide a new method for producing cis-6-hexadecenoic acid, progressing with high Z/E selectivity, and having no defect concerning safety, possessed by a conventional well-known process. SOLUTION: This method for producing the cis-6-hexadecenoic acid represented by formula I comprises (a1) reacting a triphenylphosphonium salt represented by formula II with decanal represented by formula III, or (a2) reacting a triphenylphosphonium salt represented by formula IV with an aldehyde represented by formula V by a Witting reaction, and (b) saponifying the ester produced in the steps (a1) or (a2) and represented by formula VI. (In the formulas, substituents R1, R2 and X- are same as those defined in the specification).
Abstract:
PROBLEM TO BE SOLVED: To provide an industrially practicable new method for the production of a polyene dialdehyde monoacetal. SOLUTION: An ester (formula IV) is produced according to the reaction formula by the Wittig or Wittig-Horner reaction of a polyene aldehyde (formula II). In the formula 1, R 1 and R 2 are each a 1-8C alkyl or form a dioxolane or dioxane group of the formulas together with the carbon atom bonding to the groups. In the formulas, R 3 , R 4 and R 5 are each H or an alkyl and R 6 is a 1-8C alkyl. The ester (formula IV) is reduced and then oxidized to obtain the polyene dialdehyde monoacetal (formula I). COPYRIGHT: (C)2004,JPO
Abstract:
PROBLEM TO BE SOLVED: To provide a method for producing 2-methyl-4-amino-5- aminomethylpyrimidine by starting from β-alkoxypropionitrile of a precursor. SOLUTION: This method for producing the 2-methyl-4-amino-5- aminomethylpyrimidine of formula 1 comprises reacting 2-methyl-4-amino-5- alkoxymethylpyrimidine of formula 2 (wherein, R is a 1-6C alkyl) with ammonia in the presence of a catalyst.
Abstract:
PROBLEM TO BE SOLVED: To improve a known method for synthesizing astaxanthin so as to avoid defects of a conventional technology for connecting a 9C unit with a 6C unit. SOLUTION: The 9C unit is connected with the proper 6C unit by using a 3-methylpentenyn-3-ol derivative represented by formula (I) (wherein, R 3 is an ether transformable into hydroxy by hydrolysis, a silyl ether or an acetal protective group) in an organic solvent in the presence of lithium amide instead of butyllithium or a Grignard reagent. The method for synthesizing is more economical than ones using butyllithium or a Grignard reagent. COPYRIGHT: (C)2005,JPO&NCIPI
Abstract:
PROBLEM TO BE SOLVED: To find one method capable of producing tetramethoxybutene by an industrially simple process especially continuously in an excellent yield and reducing formation of pentamethoxybutane in the production. SOLUTION: In this method for producing 1,1,4,4-tetramethoxybutene-2 by reacting 2,5-dimethoxy-dihydrofuran with methanol in the presence of an acid, the reaction is carried out in the presence of an acidic organic ion exchanger selected from the group H type zeolite, a mixed oxide of acid and a laminar silicate containing an acid center or an inorganic oxide catalyst containing an acid center.
Abstract:
PROBLEM TO BE SOLVED: To produce the subject compound in high yield by reacting a carboxamide with a glyoxal monoacetal derivative in the presence of a carboxylic acid. SOLUTION: (A) A carboxamide represented by the formula: R1-CONH2 [R1 is H, a 1-12C alkyl or a (substituted) aryl] is reacted with (B) a glyoxal monoacetal derivative represented by formula I [R2 is H, a 1-12C alkyl or a (substituted) aryl; R3 is a 1-12C alkyl] in the presence of (C) a carboxylic acid represented by the formula; R4-COOH (R4 is a 1-12C alkyl), preferably at 40-200 deg.C under 200-1,000 mbars to thereby produce a compound represented by formula II [X is CH(OR3)2 or COOR3]. In the above reaction, the components A and C are used in respective amounts of 250-800 mol% based on the component B. The ratio of the components A:C is preferably 1:1 expressed in terms of molar ratio.
Abstract:
The present invention relates to a practical and cost-effective method for the synthesis of 5-chloromethylated 2,3-dialkoxy-6-alkyl-1,4-benzoquinones by direct chloromethylation of the corresponding 2,3-dialkoxy-6-alkyl-1,4-benzoquinones. The invention further relates to a method for the preparation of 5-chloromethylated 2,3-dialkoxy-6-alkyl-1,4-benzoquinones starting from a 3,4,5-trialkoxy-1-alkyl-benzene. The invention also relates to a method for the production of Coenzymes Q n , especially coenzyme Q 10 .