4196-96-7Relevant articles and documents
Practical aqueous reactions leading to skeletally diverse carbohydrate-derived ketones
Liu, Hongming,Liu, Xiaoxing,Liu, Lei,Zhang, Xixi,Li, Chunbao
, p. 11831 - 11836 (2015)
Four types of skeletally diverse compounds have been synthesized from protected aldosyl hemiacetals and methyl ketones using cheap catalysts in water in one pot. Among the four skeletons, two of them are not accessible by current methods. The reactions are operationally simple, high yielding and scalable, which opens a practical channel for utilizing carbohydrates to produce chemical and pharmaceutical intermediates and products.
Rational design of bifunctional hierarchical Pd/SAPO-5 for the synthesis of tetrahydrofuran derivatives from furfural
Gao,Miletto,Ivaldi,Paul,Marchese,Coluccia,Jiang,Gianotti,Pera-Titus
, p. 75 - 89 (2021)
The one-pot aldol condensation/crotonization reaction between furfural and methyl isobutyl ketone (MIBK), followed by hydrogenation with molecular H2, was implemented for preparing tetrahydrofuran derivatives. To this aim, we developed a robust Pd/HPSAPO-5 catalyst based on the crystalline silico-aluminophosphate SAPO-5 with hierarchical porosity and optimized silicon content. The hierarchical HPSAPO-5 catalyst was synthesized using a bottom-up method starting from pre-synthesized MCM-41, with the surfactant (CTAB) inside the mesopores, serving both as Si source and mesoporogen. NH3-TPD and FT-IR spectroscopy of adsorbed probe molecules combined with solid-state 1H MAS NMR were used to assess the nature, strength and accessibility of the acid sites. The structural and textural properties of the catalysts were investigated using X-ray diffraction (XRD) and N2 adsorption. HR-TEM was used to assess the dispersion and location of Pd nanoparticles on HPSAPO-5. The spent catalyst could be restored and reused after calcination.
Direct Catalytic Conversion of Furfural to Furan-derived Amines in the Presence of Ru-based Catalyst
Jiang, Shi,Ramdani, Wahiba,Muller, Eric,Ma, Changru,Pera-Titus, Marc,Jer?me, Fran?ois,De Oliveira Vigiera, Karine
, p. 1699 - 1704 (2020)
The production of amine intermediates from biomass is capturing increasing attention. Herein, a simple and efficient preparation of l furan-derived amines was developed [e.g., 1-(furan-2-yl)-4-methylpentan-2-amine] with high yield (up to 95 %) from (E)-1-(furan-2-yl)-5-methylhex-1-en-3-one. The catalyst used was Ru/C, and it was recyclable up to the fourth cycle. To further realize cost-efficiency, a one-reactor tandem concept was attempted. To this aim direct reaction from furfural was investigated. A high yield (74 %) towards 1-(furan-2-yl)-4-methylpentan-2-amine could be achieved starting directly from furfural in the presence of methyl isobutyl ketone, NH3, H2, and Ru/C catalyst.
PROCESS FOR REDUCTIVE AMINATION OF α,β-UNSATURATED CARBONYL COMPOUND
-
Page/Page column 10, (2020/03/05)
A process for the reductive amination of an α,β-unsaturated carbonyl compound and a process for the preparation of a tetrathydrofuran-derived amine starting from furfural or a derivative thereof.
Total hydrogenation of bio-derived furans over supported Ru subnanoclusters prepared via amino acid-assisted deposition
Qian, Yang,Li, Ze-Jun,Du, Xian-Long,Zhang, Qi,Zhao, Yi,Liu, Yong-Mei,Cao, Yong
supporting information, p. 850 - 859 (2020/02/25)
Development of a highly efficient and robust catalyst with reduced usage of noble metals is extremely desirable for selective hydrogenations of furan-containing bio-based feedstocks, which represents an attractive and sustainable alternative to petrochemical resources. Herein, we describe a new type of well-dispersed Ru subnanoclusters (ca. 0.50 wt%) supported on commercial P25 TiO2 material obtained from a facile and effective amino acid-assisted deposition-precipitation strategy. The as-synthesized catalyst exhibits superior catalytic activity and selectivity for direct hydrogenation of industrially important furfural as well as a range of structurally diverse bio-based furanic compounds to their corresponding fully hydrogenated derivatives. An average turnover frequency (ATOF) value as high as 367 h-1 at 80 °C and 4 MPa H2 is obtained, which is the highest reported value. This catalyst also shows stable furfural total hydrogenation in 5 reaction cycles conducted at 80 °C (52 mmol-scale, turnover number up to 12?500). In terms of the kinetic and structural characterizations, the key performances of the ultrasmall Ru clusters are proposed to mainly originate from an enhanced number of unsaturated surface Ru atoms and change in local coordination environment. Our work highlights the importance of the subnanometric size of Ru clusters in the advancement of efficient and affordable approaches towards bio-based chemical production.