54-22-8

Upstream product

• 700-13-0 Trimethylhydroquinone 
• 108-24-7 acetic anhydride 
• 150-86-7 phytol 
• 59-02-9 Tocopherol 
• 59965-06-9 Vitamin E benzyl ether 
• 59965-21-8 (S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ethanol p-toluenesulfonate 
• 505-32-8 isophytol 
• 11113-50-1 boric acid 
• 64-19-7 acetic acid 
• 1169860-40-5 C₃₉H₅₅ClO₅ 
• 7479-28-9 2,3,5-trimethyl-1,4-hydroquinone diacetate 
• 1721-51-3 α-tocotrienol 
• 36592-62-8 4-acetoxy-2,3,5-trimethylphenol 
• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 

Downstream Products

• 18920-63-3 vitamin E 
• 64-19-7 acetic acid 

Relevant academic research and scientific papers

Synthesis and characterization of a new acid molten salt and the study of its thermal behavior and catalytic activity in Fischer esterification

A new acid molten salt was prepared and its structure elucidation was conducted by FTIR, 1D NMR, 2D NMR, and mass spectrometry. Further support to elucidate the chemical structure of the 1H,4H-piperazine-N,N′-diium ring of the new acid molten salt was achieved by1H and13C NMR, and COSY analyses of 1H,4H-piperazine-N,N′-diium dibromide, which is synthesized and characterized for the first time in the current work. The analysis of FTIR and NMR spectra as well as pH and titrimetric analysis excluded the formation of [SO4]2?and the presence of an excess of H2SO4. Moreover, no distinguishing peak was detected for the acid proton of [HSO4]?in DMSO-d6. The thermal phase transition and thermal stability of the acid molten salt were also recorded, which approved the strong interaction between a dication and hydrogen sulfate anions. According to the acidity of the new molten salt, we encourage the study of its catalytic activity for the acetylation ofn-pentanol using glacial acetic acid. Pentyl acetate was obtained in 89.0% conversion and 78.0% isolated yield. The1H NMR spectrum of the residue showed an excess of HOAc together with molten salt, whereas the1H NMR spectrum of the upper phase exhibited pure pentyl acetate. After separation of the upper phase, the residue was concentrated and used in the next run without further purification. No significant changes in the chemical structure and catalytic activity of the new molten salt were observed even after the 5th run. Two chiral alcohols, including (?)-menthol and (+)-borneol, as well as α-tocopherol (α-TCP) were also acetylated with acetic acid in the presence of the new acid molten salt under optimized reaction conditions, which afforded the desired acetates in high yields.

SYNTHESIS OF CHROMANOL DERIVATIVES

The present invention relates to a process for the production of chromanol derivatives, more specifically to a process for preparing a compound of the general formula I wherein R1, R2 and R3 independently of each other are selected from hydrogen and methyl, R4 is selected from C-1-C6-alkyl, and X is selected from C1-C20-alkyl and C2-C20-alkenyl.

SYNTHESIS OF CHROMANOL DERIVATIVES

The present invention relates to a process for the production of chromanol derivatives, more specifically to a process for preparing a compound of the general formula (I) wherein R1, R2 and R3 independently of each other are selected from hydrogen and methyl, R4 is selected from hydrogen and C1-C6-alkanoyl, and X is selected from C1-C20-alkyl and C2-C20-alkenyl.

SYNTHESIS OF CHROMANOL AND 2-METHYL-1,4-NAPHTHOQUINONE DERIVATIVES

The present invention relates to a process for the production of chromanol and 2-methyl-1,4-naphthoquinone derivatives, more specifically to a process for preparing a compound of the general formula (I) or (II) wherein the variables are as defined in the claims and the description.

4-Imidazol-1-yl-butane-1-sulfonic acid ionic liquid: Synthesis, structural analysis, physical properties and catalytic application as dual solvent-catalyst

4-Imidazol-1-yl-butane-1-sulfonic acid (ImBu-SO3H) has been successfully synthetized and fully characterized by FT-IR and high-resolution NMR spectroscopy (1H, 13C). The “plausible” alternative structures of ImBu-SO3H were discussed on the basis of its NMR data. The ionic liquid showed interesting dual solvent-catalyst property, which was studied experimentally for the acetylation of a variety of functionalized alcohols, phenols, thiols, amines and α-tocopherol (α-CTP) as the most active form of vitamin E with acetic anhydride and which provided good yields within a short reaction time. ImBu-SO3H was successfully recycled by product extraction with an average recovered yield of 82% for 5 subsequent runs. The catalytic activity of the recycled ImBu-SO3H showed almost no loss even after five consecutive runs.

Method for preparing vitamin E acetate

The invention provides a method for preparing vitamin E acetate. The method has the characteristic of high product selectivity; a catalyst used in the method provided by the invention facilitates recovery and reutilization and has less corrosion to equipment; and a product has good stability. The method for preparing the vitamin E acetate provided by the invention prepares the vitamin E acetate through a reaction of 2,3,5-trimethylhydroquinone diester and isophytol, wherein the reaction is carried out in the presence of the catalyst; and with a molecular sieve as a carrier, the catalyst is prepared by loading Bronsted acid, metal halide, metallocene and a metal element onto the molecular sieve.

Vitamin E acetate preparation method (by machine translation)

The invention relates to a technical field of chemical synthesis, in particular relates to a vitamin E acetate preparation method, in order to trimethyl [...][...] as raw materials, innovative in a sulfuric acid and paratoluene sulfonic acid under acidic conditions, using magnesium sulfate as a catalyst, greatly improves the catalytic efficiency; in addition, in concentrated hydrochloric acid and ethyl acetate under the reaction environment, esterification synthetic vitamin E acetate efficiency is higher; and, synthetic route of this invention relates to the reaction of the routine chemical reaction, mild reaction conditions, simple operation, is suitable for industrial. (by machine translation)

Method of preparing vitamin E acetate

The invention provides a method of preparing vitamin E acetate. The method includes the steps of: feeding hydrogen halide gas as a catalyst, supporting a metal halide and elementary metal on a molecular sieve to obtain a cocatalyst and a stabilizing agent, and performing a reaction to 2,3,5-trimethylhydroquinone diester (TMHQ-DA) and iso-phytol (IPL) to produce the vitamin E acetate (VEA). The method has high catalyst activity and has low corrosion on equipment, wherein the raw material is converted into the vitamin E acetate directly through one step. The product has good stability and the method is easy to carry out in industrial enlarged production.

Clean production method of vitamin E acetate

The invention discloses a clean production method of vitamin E acetate. The method comprises the following steps: (1) an esterification reaction is carried out for tocopherol and acetic anhydride in the existence of a solvent with DMAP as a catalyst, after the reaction completely ends, the solvent is removed by steaming, an acid is added for adjusting the pH value to 5-7, water is added for washing, and delamination is carried out in order to obtain a water layer and an organic layer; (2) distillation is carried out for the organic layer, distillate and raw oil are obtained, refining is further carried out for the raw oil, and a vitamin E acetate finished product is obtained. The clean production method improves yield of the reaction, reduces application amount of the catalyst, and more importantly reduces discharge capacity of waste water obviously.

Using imidazolium-based ionic liquids as dual solvent-catalysts for sustainable synthesis of vitamin esters: Inspiration from bio- and organo-catalysis

Vitamin E (VE) has significant biological activities and thus its acylation to increase its stability is of extreme interest. We developed an efficient and sustainable approach using imidazolium-based ionic liquids as dual solvent-catalysts for the esterification between α-tocopherol (the most active form of VE) and succinic anhydride. Although in literature it is reported that lipase can catalyze this reaction, hereby we demonstrate that the reaction observed in DMSO and DMF is catalyzed by the histidyl residues of the protein. Histidine and its analogue containing an imidazole ring were tested as organocatalysts for the production of α-tocopherol succinate. In light of the imidazole organocatalysis, commercially-available 3-alkyl-1-methyl imidazolium ILs [CnC1Im][X-] were investigated as dual solvent-catalysts for the esterification of α-tocopherol with succinic anhydride, and provided satisfactory yields and reaction rates. [C5C1Im][NO3-] can be recycled by water extraction, instead of organic solvent extraction to separate α-tocopherol succinate from [C5C1Im][NO3-], with an average yield of 94.1% for 4 subsequent batches, while the catalytic activity of the recycled ILs showed almost no loss after 4 batches. The developed protocol for the synthesis of α-tocopherol esters and IL recycling bears industrial potential due to the ease of use and the efficient recycling.