- Synthesis method of tert-butyl phenylpropionaldehyde
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The invention discloses a synthesis method of tert-butyl phenylpropionaldehyde and relates to the field of perfume raw material synthesis, the method comprises the following steps: 1) synthesis of allylidene di(acetate)(AEDA): acetic anhydride and acrolein react at a certain temperature under the action of a catalyst A to obtain AEDA, 2) synthesis of a bourgeonal(BGA) precursor: tert-butylbenzeneand AEDA react at a certain temperature under the action of a catalyst B to obtain ortho-position and para-position BGA precursors, and 3) alcoholysis on the BGA precursor to prepare the BGA: the BGAprecursor, a solvent and a catalyst C react at a certain temperature to obtain the ortho-BGA and the para-BGA. Tert-butylbenzene is used as an initial raw material, acrolein is subjected to aldehyde group protection by acetic anhydride, then condensation is performed to obtain precursors of ortho-position and para-position bordeaux aldehyde, and an ortho-position and para-position tert-butylphenylpropionaldehyde mixed product is obtained through aldehyde group protection removal by hydrolysis, and the method is simple in process, low in raw material price, less in three wastes and elegant in fragrance, and can realize mass production.
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Paragraph 0009; 0037-0038; 0041-0042; 0045-0046
(2021/03/30)
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- Preparation method of allylidene diacetate
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The invention discloses a preparation method of allylidene diacetate shown as a formula (I). The preparation method comprises the following steps: taking acetic anhydride and acrylaldehyde as raw materials, and reacting under the action of a polymerization inhibitor and solid super acid cation exchange resin to generate a compound shown as the formula (I). According to the preparation method disclosed by the invention, the solid super acid cation exchange resin is used as a catalyst, the conversion rate is high and the selectivity is good; a reaction product is simple to separate and the catalyst has long service life and can be continuously applied; the reaction product is not washed by utilizing a sodium carbonate water solution, so that the allylidene diacetate can be prevented from being hydrolyzed into allylidene monoethyl ester; three wastes also can be reduced; compared with rectification, distillation has low equipment requirements, the product has good purity and the purity can reach 98 percent (GC) or more. The formula (I) is shown in the description.
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Paragraph 0032-0041
(2018/11/10)
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- Gallium-Catalyzed Scriabine Reaction
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γ-Aryl enol acetates are easily obtained from diacetoxy alkenes and electron-rich arenes at room temperature using GaCl3 as catalyst. The products can then be converted into β-aryl aldehydes. This method represents the first broadly applicable catalytic version of the Scriabine reaction. DFT computations shed light on the mechanism of this transformation.
- Pareek, Manish,Bour, Christophe,Gandon, Vincent
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supporting information
p. 6957 - 6960
(2018/11/21)
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- PROCESS FOR THE PREPARATION OF BETA-SANTALOL
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The present invention concerns a process for the preparation of a compound of formula (I) in the form of any one of its stereoisomers or mixtures thereof, and wherein R represents a C2-C10 group of formula CORa wherein Ra is an alkyl or alkenyl group optionally comprising one or two ether functional groups or is a phenyl or benzyl group optionally substituted by one to three alkyl, alkoxyl, carboxyl, acyl, amino or nitro groups or halogen atoms. The invention concerns also the use of compound (I) for the synthesis of β-santalol or of derivatives thereof.
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Page/Page column 16
(2013/03/26)
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- Process for producing allyl acetate
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A process for producing allyl acetate is disclosed. The process comprises reacting a feed comprising propylene, acetic acid, oxygen, and carbon dioxide in the presence of a supported palladium catalyst. The feed comprises from 2 to 6 mole percent carbon dioxide, which improves the selectivity to allyl acetate.
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Page/Page column 3-4
(2011/04/19)
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- Process for producing allyl alcohol
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A process for producing allyl alcohol is disclosed. The process comprises reacting propylene, acetic acid, and oxygen to produce a reaction mixture. The reaction mixture is distilled to produce a vapor stream comprising propylene and a liquid stream comprising allyl acetate, acetic acid, acrolein, and allyl diacetate. The liquid stream is distilled to produce a lights stream comprising acrolein; a side draw comprising allyl acetate, acetic acid, and water; and a bottoms stream comprising acetic acid and allyl diacetate. The bottoms stream is distilled to remove a heavies stream comprising allyl diacetate. The side draw is hydrolyzed to produce allyl alcohol.
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Page/Page column 3-4
(2011/09/16)
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- An improved method for the synthesis of allylic gem-diacetates from α, β-unsaturated aldehydes catalyzed by lithium tetrafluoroborate
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An improved method for the synthesis of allylic gem-diace-tates (acylals) is described. The desired acylals are obtained by the reaction of α, β-unsaturated aldehydes with acetic anhydride using a catalytic amount of lithium tetrafluoroborate in diethyl ether at room temperature. Copyright
- Ono, Fumiaki,Nishioka, Kuniaki,Itami, Shirou,Takenaka, Hirotaka,Sato, Tsuneo
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experimental part
p. 1248 - 1249
(2009/12/03)
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- RuCl3·xH2O: A new efficient catalyst for facile preparation of 1,1-diacetates from aldehydes
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An efficient, facile preparation of aldehyde 1,1-diacetates (acylals) in excellent yields catalyzed by RuCl3·xH2O is described. Ketones do not react under these conditions. Copyright Taylor & Francis Group, LLC.
- Saini, Anil,Kumar, Sanjay,Sandhu, Jagir S.
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p. 106 - 113
(2008/03/14)
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- A versatile and practical synthesis of 1,1-diacetates from aldehydes catalyzed by cyanuric chloride
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Structurally diverse aldehydes are successfully converted into 1,1-diacetates with acetic anhydride using cyanuric chloride as a mild, convenient and inexpensive catalyst under solvent-free conditions. The noteworthy features of the present system are shorter reaction times, and mild and solvent-free conditions. Furthermore, it offers chemoselective protection of aldehydes.
- Bandgar, Babasaheb P.,Joshi, Neeta S.,Kamble, Vinod T.
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p. 489 - 492
(2008/02/11)
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- A remarkable HBF4-SiO2-catalyzed synthesis of acylals from aldehydes under solvent-free conditions
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HBF4-SiO2 has been found to be an outstanding catalyst for the protection of carbonyl compounds as acylals under entirely solvent-free conditions. Some of the major advantages of this procedure are high yields, ease of operation, high chemoselectivity, high atom efficiency, and compatibility with other protecting groups. Georg Thieme Verlag Stuttgart.
- Kamble, Vinod T.,Bandgar, Babasaheb P.,Joshi, Neeta S.,Jamode, Vasant S.
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p. 2719 - 2722
(2008/02/11)
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- Phosphorus pentoxide-montmorillonite K-10 as catalyst for the preparation of 1,1-diacetates under solvent-free conditions
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A facile and efficient method for the preparation of 1,1-diacetates of aldehydes is improved. P2O5/montmorillonite K10 catalyzed 1,1-diacetates formation from aldehydes in dry media. Both aromatic and aliphatic aldehydes gave high yields (70-95%) of the corresponding 1,1-diacetates. Advantages of this method are the use of an inexpensive and selective catalyst, with high yields in simple operation and short reaction time under solvent-free conditions.
- Eshghi, Hossein,Gordi, Zinat
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p. 1341 - 1346
(2007/10/03)
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- Zinc tetrafluoroborate-catalyzed efficient conversion of aldehydes to geminal diacetates and cyanoacetates
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A trace of an aqueous solution of zinc tetrafluoroborate was demonstrated to catalyze the conversion of an aldehyde to its 1,1-diacetate by acetic anhydride without any solvent. A similar reaction of an aldehyde with a mixture of potassium cyanide and acetic anhydride in methylene chloride was also catalyzed by Zn(BF4)2 to provide the corresponding geminal cyanoacetate.
- Ranu, Brindaban C.,Dutta, Jyotirmoy,Das, Arijit
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p. 366 - 367
(2007/10/03)
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- A novel and efficient conversion of aldehydes to 1,1-diacetates catalyzed with FeCl3/SiO2 under microwave irradiation
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1,1-Diacetates (3) are effectively synthesized in few minutes by acylation reaction of aldehydes with acetic anhydride in the presence of FeCl3/SiO2 under microwave irradiation.
- Wang, Cunde,Li, Minghua
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p. 3469 - 3473
(2007/10/03)
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- A mild and efficient method for the chemoselective synthesis of acylals from aldehydes and their deprotections catalysed by ceric ammonium nitrate
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A mild and efficient method has been developed for the chemoselective synthesis of geminal diacetates (acylals) from aldehydes using acetic anhydride in the presence of a catalytic amount of ceric ammonium nitrate in excellent yield. Ketones are found to be unaffected under the reaction conditions. The deprotections of acylals by using water and ceric ammonium nitrate have also been achieved.
- Roy, Subhas Chandra,Banerjee, Biplab
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p. 1677 - 1678
(2007/10/03)
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- A rapid and convenient synthesis of 1,1-diacetates from aldehydes and acetic anhydride catalyzed by PVC-FeCl3 catalyst
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A variety of aldehydes can be converted into 1,1-diacetates rapidly and conveniently in the presence of catalytic amounts of poly(vinyl chloride) supported ferric chloride reagent at room temperature in excellent yields.
- Li
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p. 3913 - 3917
(2007/10/03)
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- Synthesis of 1,1-Diacetates from Aldehydes using Trimethylchlorosilane and Sodium Iodide as Catalyst
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A variety of aldehydes react with acetic anhydride in the presence of trimethylchlorosilane and sodium iodide or trimethylchlorosilane alone to afford 1,1-diacetates in excellent yields.
- Deka, Nabajyoti,Borah, Ruli,Kalita, Dipok J.,Sarma, Jadab C.
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- Process for preparing bis-methylene spiroorthocarbonate
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A process for the manufacture of bis-methylene spiro-orthocarbonate (BMSOC) wherein methyallyl chloride is subjected to the action of chlorine gas to form a mixture of 1,1-dichloromethyl ethylene and other chlorinated hydrocarbons which need not be and are not separated. The mixture is merely treated wich an alkali metal acetate such as sodium acetate to yield an easily separable second mixture by fractional distillation. The desired 1,1-diacetoxymethyl ethylene is thus recovered in high yield. It is then converted by transesterification in over 90% yield to the bismethylene spiroorthocarbonate (BMSOC). BMSOC is useful as a component for coatings composites, adhesive formulations and the like, which have the unique ability to (a) cure by free radical initiation and (b) expand during cure. BMSOC may be used as a component for dental composites, i.e. filling materials, because it reduces the possibility of leakage at the margin, i.e. at the composite-enamel interface and as a component in bone cements. It is also useful for the reduction of voids in electrical insulating coatings because it reduces the likelihood of corona and/or dielectric breakdown.
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