104-67-6Relevant articles and documents
Syntheses of rac- and optically active 2-alkyl-γ-butyrolactones and 2- alkyl-cyclobutanones
Krief, Alain,Ronvaux, Alain,Tuch, Arounarith
, p. 6903 - 6908 (1998)
γ-Butyrolactones have been produced in good yield from alkylidene cyclopropanes, as racemates or as an enantiomerically enriched mixture of stereoisomers (e.e.>60%) depending upon the method used. Optically active cyclobutanones which are intermediate in the process have been in some cases isolated. We show the limitations of a competitive method previously described and point out its weak step.
Silver triflate-catalysed synthesis of γ-lactones from fatty acids
Goossen, Lukas J.,Ohlmann, Dominik M.,Dierker, Markus
, p. 197 - 200 (2010)
A silver(i)-based catalytic system was found to efficiently promote the double-bond isomerization of unsaturated fatty acids and at the same time to mediate the intramolecular addition of the carboxylate group to the isomerized double bond under selective formation of five-ring lactones. The resulting one-step isomerization-γ-lactonization process allows the direct conversion of unsaturated fatty acids into the corresponding γ-lactones in good yields.
Tandem isomerization-lactonization of olefinic fatty acids using the Lewis acidic ionic liquid, choline chloride·2ZnCl2
Akula, Shivaraju,Kumar, Pandari Phani,Prasad, Rachapudi B.N.,Kanjilal, Sanjit
, p. 3471 - 3473 (2012)
The tandem isomerization-lactonization of unsaturated fatty acids to their corresponding γ-lactones was carried out for the first time in the presence of a Lewis acidic ionic liquid, choline chloride·2ZnCl 2. The ionic liquid initially catalyzes the stepwise migration of the double bond along the carbon chain toward the carboxyl group at the Δ4 position, which subsequently undergoes lactonization resulting in the formation of γ-lactones. This one step process allows the formation of γ-lactone in good yield with little or no formation of δ-lactones. The studied ionic liquid plays the dual role of solvent as well as catalyst.
Highly active, immobilized ruthenium catalysts for oxidation of alcohols to aldehydes and ketones. Preparation and use in both batch and flow systems
Kobayashi, Shu,Miyamura, Hiroyuki,Akiyama, Ryo,Ishida, Tasuku
, p. 9251 - 9254 (2005)
A novel, highly active immobilized ruthenium catalyst, which can be successfully used in oxidation of alcohols to aldehydes and ketones, has been developed. In contrast to most immobilized catalysts, the Ru catalyst has activity that is higher than that of the original nonimmobilized catalyst. In a batch system, the Ru catalyst was recovered and reused several times without loss of activity. The catalyst was also applied to a flow system, In which excellent conversions and yields were demonstrated. No leaching of Ru was observed in both cases.
Production method of synthesizing gamma-undecalactone synthetic perfume by reactive distillation
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Paragraph 0046-0070, (2019/01/08)
The invention belongs to the technical field of fine chemical production, and specifically relates to a production method of synthesizing gamma-undecalactone synthetic perfume by reactive distillation. The method includes the following steps: (a) mixing raw materials to obtain a mixture of ingredients; (b) discharging materials from an octanol elevated tank into a preheater for preheating; (c) pumping octanol into a high-boiling-point feed section of a reaction zone of a reactive distillation column, and pumping the mixture of ingredients into a low-boiling-point feed section of the reaction zone of the reactive distillation column; (d) separating out a crude product of gamma-undecalactone from the bottom of the reactive distillation column; (e) transferring the octanol separated in the step (d) to the preheater through a material pump to continue to participate in the reaction; and (f) further separating and purifying the crude product of gamma-undecalactone separated in the step (d).According to the production method provided by the present invention, a reactive distillation technology is adopted to timely separate by-product water, tert-butanol and low-boiling-point impuritiesproduced by a side reaction from the reaction system, so as to shorten the reaction time, improve the reaction speed and enhance the reaction efficiency.
A reaction synthesis and rectification γ - XI lactone with synthetic perfume method (by machine translation)
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Paragraph 0040-0056, (2019/01/08)
The invention belongs to the technical field of fine chemicals, in particular to a kind of reaction synthesis and rectification γ - XI lactone with synthetic perfume method, comprises the following steps: (a) the octanol, acrylic acid and b - tert butyl peroxide mixture are mixed to obtain a mixture; (b) weighing and [...], added to the reaction of the rectification column and in the heater, the step (a) the ingredients in the mixture into the reaction zone to the reaction of the rectification column; (c) the opening reaction of the rectification column and condensed water, separated from the bottom of the crude γ - undecalactone; (d) will be γ - undecalactone transferred into the rotary evaporator in the crude product, the vacuum, temperature and rotation speed, collecting γ - undecalactone; this invention adopts the reaction distillation technique, the by-product from the reaction system in a timely manner to separate, to reaction promoting separation, in order to separate two-way to promote reaction, enhance the efficiency of the reaction, to ensure that the reaction yield. (by machine translation)
Efficient synthesis of γ-lactones via gold-catalyzed tandem cycloisomerization/oxidation
Shu, Chao,Liu, Meng-Qi,Sun, Yu-Zhe,Ye, Long-Wu
, p. 4958 - 4961,4 (2012/12/12)
A novel Au-catalyzed tandem cycloisomerization/oxidation of homopropargyl alcohols was developed. Various γ-lactones can be accessed readily by utilizing this strategy. Notably, the mechanism of this reaction is distinctively different from the related Ru-catalyzed reactions where the ruthenium vinylidene intermediate was proposed.
Efficient synthesis of γ-lactones via gold-catalyzed tandem cycloisomerization/oxidation
Shu, Chao,Liu, Meng-Qi,Sun, Yu-Zhe,Ye, Long-Wu
, p. 4958 - 4961 (2013/01/15)
A novel Au-catalyzed tandem cycloisomerization/oxidation of homopropargyl alcohols was developed. Various γ-lactones can be accessed readily by utilizing this strategy. Notably, the mechanism of this reaction is distinctively different from the related Ru-catalyzed reactions where the ruthenium vinylidene intermediate was proposed.
A novel synthesis of γ,δ-unsaturated aldehydes from α-formyl-γ-lactones
Snowden, Roger L.,Brauchli, Robert,Linder, Simon
experimental part, p. 1216 - 1225 (2011/09/16)
A preparatively useful one-step transformation of γ,γ- disubstituted α-formyl-γ-lactones into trisubstituted γ,δ-unsaturated aldehydes is described, by means of catalytic amounts of either AcOH or AcOEt in the vapor phase over a glass support. A mechanistic rationale is proposed. Copyright
Process for the production of lactones
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Page/Page column 8, (2010/11/03)
The invention is directed to a process for the lactonization of carboxylic acids, wherein unsaturated carboxylic acids and/or 4-hydroxylsubstituted carboxylic acids with at least 7 carbon atoms are reacted in the presence of a fluorinated alkane sulfonic acid or salts thereof, preferably in the presence of a trifluoromethanesulfonic acid or salts thereof.
