13893-39-5Relevant articles and documents
Direct Oxidative Transformation of Aldehydes to Amides by Palladium Catalysis
Tamaru, Yoshinao,Yamada, Yoshimi,Yoshida, Zen-ichi
, p. 474 - 476 (1983)
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Regioselective Alkylation in the Course of Aldol Condensation under Phase-Transfer Catalytic Conditions
Gu, Xue-Ping,Ikeda, Isao,Okahara, Mitsuo
, p. 2256 - 2258 (1988)
Regio- and stereoselective alkylation in the course of aldol condensation under liquid-solid phase-transfer catalytic conditions, affording conjugated dienyl ether (5) or α-substituted β,γ-olefinic aldehyde (7) depending on the starting halides, both in good yields, was disclosed.The reaction mechanism is also discussed.
SELF-CONDENSATION OF ALDEHYDES
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Paragraph 0021; 0027, (2020/06/05)
An efficient process useful for the self-condensation of aliphatic aldehydes is provided, catalyzed by dialkylammonium carboxylate salts. In particular, the invention provides a facile method for the preparation of 2-ethyl hexenal via the self-condensation of butyraldehyde using various dialkylammonium carboxylates, e.g., diisopropylammonium acetate or dimethylammonium acetate, as catalyst. Additionally, residual nitrogen arising from the catalyst can be reduced to -100 ppm levels in the product via a simple washing procedure. The invention provides a process for preparing alkenals under conditions which limit the formation of undesired impurities and high-boiling oligomeric substances.
CONVERSION OF ALCOHOLS TO LINEAR AND BRANCHED FUNCTIONALIZED ALKANES
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Page/Page column 12-13, (2018/03/09)
Embodiments herein concerns the eco-friendly conversion of simple alcohols to linear or branched functionalized alkanes, by integrated catalysis. The alcohols are firstlyoxidized either chemically or enzymatically to the corresponding aldehydes or ketones, followed by aldol condensations using a catalyst to give the corresponding enals or enones. The enals or enones are subsequently and selectively hydrogenated using a recyclable heterogeneous metal catalyst, organocatalyst or an enzyme to provide linear or branched functionalized alkanes with an aldehyde, keto- or alcohol functionality. The process is also iterative and can be further extended by repeating the above integrated catalysis for producing long-chain functionalized alkanes from simple alcohols.
Discovery of multicomponent heterogeneous catalysts via admixture screening: PdBiTe catalysts for aerobic oxidative esterification of primary alcohols
Mannel, David S.,Ahmed, Maaz S.,Root, Thatcher W.,Stahl, Shannon S.
supporting information, p. 1690 - 1698 (2017/02/10)
In the present study, we demonstrate the utility of "admixture screening" for the discovery of new multicomponent heterogeneous Pd catalyst compositions that are highly effective for aerobic oxidative methyl esterification of primary alcohols. The identification of possible catalysts for this reaction was initiated by the screening of simple binary and ternary admixtures of Pd/charcoal in combination with one or two metal and/or metalloid components as the catalyst. This approach permitted rapid evaluation of over 400 admixture combinations for the oxidative methyl esterification of 1-octanol at 60°C in methanol. Product yields from these reactions varied widely, ranging from 2% to 88%. The highest yields were observed with Bi-, Te-, and Pb-based additives, and particularly from those containing both Bi and Te. Validation of the results was achieved by preparing specific PdBiTe catalyst formulations via a wet-impregnation method, followed by application of response surface methodology to identify the optimal Pd-Bi-Te catalyst stoichiometry. This approach revealed two very effective catalyst compositions: PdBi0.47Te0.09/C (PBT-1) and PdBi0.35Te0.23/C (PBT-2). The former catalyst was used in batch aerobic oxidation reactions with different primary alcohols and shown to be compatible with substrates bearing heterocycle and halide substituents. The methyl ester products were obtained in >90% yield in nearly all cases. Implementation of the PBT-2 catalyst in a continuous-flow packed-bed reactor achieved nearly 60 000 turnovers with no apparent loss of catalytic activity.
