869-29-4

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 1765, 1983 DOI: 10.1021/jo00158a036

Purification Methods

Check the NMR spectrum. If it is not satisfactory, then add Ac2O and a drop of conc H2SO4 and heat at 50o for 10minutes. Then add anhydrous NaOAc (ca 3g/ 100g of liquid) and fractionate. Note that it forms an azeotrope with H2O, so do not add H2O at any time. It is a highly flammable and TOXIC liquid; keep away from the skin. [Smith et al. J Am Chem Soc 73 5282 1951, Beilstein 2 H 154, 2 I 72, 2 III 356, 2 IV 291.]

InChI:InChI=1/C7H10O4/c1-4-7(10-5(2)8)11-6(3)9/h4,7H,1H2,2-3H3

Upstream product

• 187737-37-7 propene 
• 64-19-7 acetic acid 
• 74-98-6 propane 
• 124-38-9 carbon dioxide 
• 108-24-7 acetic anhydride 
• 107-02-8 acrolein 
• 500349-34-8 1,1,3-triacetoxy-propane 
• 91-22-5 quinoline 
• 2973-10-6 diisopropyl sulfate 

Downstream Products

• 18052-95-4 1,1-diacetoxy-3-phenylsilanyl-propane 
• 10140-75-7 1,1-Diacetoxy-2,3-dichlor-propan 
• 50-78-2 aspirin 
• 97438-47-6 Acetic acid (E)-3-(4-isopropyl-phenyl)-propenyl ester 
• 61062-74-6 Acetic acid 1-acetoxy-3-chloro-2-(4-chloro-phenylsulfanyl)-propyl ester 
• 63888-20-0 3-phenyl-1-propen-1-yl acetate 
• 122570-98-3 Acetic acid (E)-4-(benzhydrylidene-amino)-4-(diethoxy-phosphoryl)-but-1-enyl ester 
• 122570-99-4 Acetic acid 1-[(benzhydrylidene-amino)-(diethoxy-phosphoryl)-methyl]-allyl ester 
• 37973-55-0 Acetic acid (E)-1-acetoxy-3-(4-methoxy-phenyl)-allyl ester 
• 64847-78-5 (E)-1,1-diacetoxy-3-phenylprop-2-ene 
• 35468-97-4 1-heptenyl acetate 
• 109-60-4 1-Propyl acetate 
• 591-87-7 Allyl acetate 
• 107-02-8 acrolein 

Relevant academic research and scientific papers

Synthesis method of tert-butyl phenylpropionaldehyde

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.

Preparation method of allylidene diacetate

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.

Gallium-Catalyzed Scriabine Reaction

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.

PROCESS FOR THE PREPARATION OF BETA-SANTALOL

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.

Process for producing allyl acetate

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.

Process for producing allyl alcohol

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.

An improved method for the synthesis of allylic gem-diacetates from α, β-unsaturated aldehydes catalyzed by lithium tetrafluoroborate

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

RuCl3·xH2O: A new efficient catalyst for facile preparation of 1,1-diacetates from aldehydes

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.

A versatile and practical synthesis of 1,1-diacetates from aldehydes catalyzed by cyanuric chloride

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.

A remarkable HBF4-SiO2-catalyzed synthesis of acylals from aldehydes under solvent-free conditions

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.