18829-56-6Relevant articles and documents
-
Cresp,T.M. et al.
, p. 37 - 41 (1974)
-
-
Gamboni,Schinz
, p. 1603 (1958)
-
Further Study on the One-Pot Synthesis of (E)-2-Nonenal from Castor Oil
Kula, Jozef,Sikora, Magdalena,Dabrowski, Robert
, p. 545 - 546 (1994)
A one-step procedure is described for the synthesis of (E)-2-nonenal from commercial castor oil by ozonolysis in methanol, followed by reduction of the ozonide products with dimethyl sulfide and exposure of the resulting intermediate product to dilute sulfuric acid.The developed process allows the production of the aldehyde with a yield of 80percent at a purity of 95percent.The method has advantages over all those reported earlier, because of inexpensive raw material and reducing agent, recycling of the solvent and its unusual simplicity.KEY WORDS: Castor oil, 2-nonenal, ozonolysis.
Reduction of 1,1-difluoro-1-alken-3-ols with lithium tetrahydroaluminate. Application to the synthesis of 1,1-difluoro-2-alkenes and 2-alkenals
Telliera, Frederique,Sauvetre, Raymond
, p. 181 - 185 (1996)
The reduction of 1,1-difluoro-1-alken-3-ols with lithium tetrahydroaluminate is described. The 1-fluoro-1-alken-3-ols obtained can be transformed to enals or difluoromethylated allylic derivatives.
Pt-Catalyzed selective oxidation of alcohols to aldehydes with hydrogen peroxide using continuous flow reactors
Kon, Yoshihiro,Nakashima, Takuya,Yada, Akira,Fujitani, Tadahiro,Onozawa, Shun-Ya,Kobayashi, Shū,Sato, Kazuhiko
supporting information, p. 1115 - 1121 (2021/02/16)
The oxidation of alcohols to aldehydes is a powerful reaction pathway for obtaining valuable fine chemicals used in pharmaceuticals and biologically active compounds. Although many oxidants can oxidize alcohols, only a few hydrogen peroxide oxidations can be employed to continuously synthesize aldehydes in high yields using a liquid-liquid two-phase flow reactor, despite the possibility of the application toward a safe and rapid multi-step synthesis. We herein report the continuous flow synthesis of (E)-cinnamaldehyde from (E)-cinnamyl alcohol in 95%-98% yields with 99% selectivity for over 5 days by the selective oxidation of hydrogen peroxide using a catalyst column in which Pt is dispersed in SiO2. The active species for the developed selective oxidation is found to be zero-valent Pt(0) from the X-ray photoelectron spectroscopy measurements of the Pt surface before and after the oxidation. Using Pt black diluted with SiO2as a catalyst to retain the Pt(0) species with the optimal substrate and H2O2introduction rate not only enhances the catalytic activity but also maintains the activity during the flow reaction. Optimizing the contact time of the substrate with Pt and H2O2using a flow reactor is important to proceed with the selective oxidation to prevent the catalytic H2O2decomposition.
Saegusa Oxidation of Enol Ethers at Extremely Low Pd-Catalyst Loadings under Ligand-free and Aqueous Conditions: Insight into the Pd(II)/Cu(II)-Catalyst System
Zhu, Quan,Luo, Yunsong,Guo, Yongyan,Zhang, Yushun,Tao, Yunhai
, p. 5463 - 5476 (2021/05/05)
A highly efficient and practical Pd(II)/Cu(OAc)2-catalyst system of Saegusa oxidation, which converts enol ethers to the corresponding enals with a number of diverse substrates at extremely low catalyst loadings (500 mol ppm) under ligand-free and aqueous conditions, is described. Its synthetic utility was demonstrated by large-scale applications of the catalyst system to important nature molecules. This work allows Saegusa oxidation to become a highly practical approach to preparing enals and also suggests new insight into the Pd(II)/Cu(II)-catalyst system for dehydrogenation of carbonyl compounds and decreasing Pd-catalyst loadings.
Porous organic polymer supported rhodium as a heterogeneous catalyst for hydroformylation of alkynes to α,β-unsaturated aldehydes
Liang, Zuyu,Chen, Jianbin,Chen, Xin,Zhang, Kai,Lv, Jinhe,Zhao, Haowen,Zhang, Guoying,Xie, Congxia,Zong, Lingbo,Jia, Xiaofei
supporting information, p. 13721 - 13724 (2019/11/19)
A new porous organic polymer supported rhodium catalyst (Rh/POL-BINAPa&PPh3) has been developed for the hydroformylation of various alkynes to afford the corresponding α,β-unsaturated aldehydes with high chem- and stereoselectivity, excellent catalytic activity and good reusability (10 cycles). The heterogeneous catalyst exhibited more catalytic activity than the comparable homogeneous Rh/BINAPa/PPh3 system.
