110-52-1Relevant articles and documents
Syntheses of [13C,15N]-Labeled Polyamines
Hara, Takeshi,Xu, Yong Ji,Sasaki, Hitomi,Niitu, Masaru,Samejima, Keijiro
, p. 1005 - 1012 (2000)
[1,4-13C2, 1,4-15N2]butanediamine (1), a key compound in the syntheses of [5,8-13C2, 1,4,8-15N3]spermidine (2) and [5,8-13C2, 1,4,8,12-15N4]spermine (3), has been prepared as part of a 6-step process from 1,2-dibromoethane using potassium [13C]cyanide and potassium [15N]phthalimide. In the course of the syntheses, it was found that 1,4-dibromobutane was generated from tetrahydrofuran when bromination using triphenylphosphine and tetrabromomethane took place. A high-yield preparation of monobenzyloxycarbonyl (Z) derivative of 1, a precursor for 2, was obtained using a water-soluble Z reagent, Z-DSP, in a two-phase system of alkaline solution and chloroform. All the steps for 1, 2, and 3, were aimed at minimizing the loss of stable isotopes.
A New and Efficient One-Pot Preparation of Alkyl Halides From Alcohols
Camps, Francisco,Gasol, Vicens,Guerrero, Angel
, p. 511 - 512 (1987)
Primary alkanols and 2-alkenols are converted into the corresponding halides in high yield by a one-pot, two-step reaction via transformation into intermediate trifluoroacetates followed by nucleophilic substitution with lithium halides.
Boron tribromide as a reagent for anti-Markovnikov addition of HBr to cyclopropanes
Chen, Shuming,Gieuw, Matthew H.,Houk, K. N.,Ke, Zhihai,Yeung, Ying-Yeung
, p. 9426 - 9433 (2020/10/02)
Although radical formation from a trialkylborane is well documented, the analogous reaction mode is unknown for trihaloboranes. We have discovered the generation of bromine radicals from boron tribromide and simple proton sources, such as water ortert-butanol, under open-flask conditions. Cyclopropanes bearing a variety of substituents were hydro- and deuterio-brominated to furnish anti-Markovnikov products in a highly regioselective fashion. NMR mechanistic studies and DFT calculations point to a radical pathway instead of the conventional ionic mechanism expected for BBr3
Continuous method for preparation of dihalogenated alkane from diol compound
-
Paragraph 0055-0061, (2020/03/16)
The invention discloses a continuous method for preparation of dihalogenated alkane from a diol compound. A diol compound and haloid acid are used as the substrate, a microchannel reactor is utilizedto synthesize dihalogenated alkane continuously. Synthesis of the dihalogenated alkane includes the steps of: inputting the diol compound and haloid acid into a mixer respectively by a metering pump at room temperature, conducting premixing, then sending the mixture into a high-temperature section of the microchannel reactor at for reaction, and controlling the reaction temperature by an externalcirculating heat exchange system; at the end of the reaction, letting the product flow out from an outlet of the microchannel reactor and enter a cooling section, letting the cooled material enter a liquid separation kettle for standing and liquid separation, and collecting an organic layer; and preheating the organic layer, then feeding the preheated organic layer into a rectifying tower by a metering pump, controlling the temperature and reflux ratio of a reboiler, and collecting fractions at a specific temperature, thus obtaining the target product in a product collecting tank. The method provided by the invention has the characteristics of high reaction efficiency, safety, environmental protection, convenience and rapidity.
1,2-Dibromotetrachloroethane: An efficient reagent for many transformations by modified Appel reaction
Essiz, Sel?uk,Da?tan, Arif
, p. 150 - 156 (2019/05/16)
An efficient and facile method has been developed for the synthesis of alkyl bromides from various alcohols under mild conditions using a triphenylphosphine (PPh 3) /1,2-dibromotetrachloroethane (DBTCE) complex in excellent yields and very short time (5 min). This method can also be applied for the transformation of chiral alcohols to their corresponding bromides in very high enantiomeric excess. The PPh 3 /DBTCE complex is also successfully applied to ring-opening reactions of cyclic ethers in mild conditions. Esterification, amidation, and formation of acid anhydrides under very mild experimental conditions are also successfully accomplished by following a modification of the Appel reaction protocol in this work.
Method for preparation of (4Ｅ, 10Ｚ)-tetradecadienylacetate as major sex pheromone of apple leaf miner moth, Phyllonorycter ringoniella
-
Paragraph 0053; 0057; 0058, (2016/10/20)
The present invention relates to a method for preparing sex pheromone of apple leaf miner moth (Phyllonorycter ringoniella) for controlling apple leaf miner moth and, more specifically, to a method for efficiently, simply and economically preparing (4E, 10Z)-tetradecadienylacetate which is a major component of sex pheromone of apple leaf miner moth from a cheap starting material in excellent purity and yield.COPYRIGHT KIPO 2015
Mild one-step synthesis of dibromo compounds from cyclic ethers
Billing, Peter,Brinker, Udo H.
, p. 11227 - 11231 (2013/02/23)
A novel one-step method for mildly converting cyclic ethers into dibromo compounds is reported. Alcohols, oximes, aldehydes, and ketones are known to react under Appel or Corey-Fuchs reaction conditions, but apparently these have never been applied to oxetanes or larger cyclic ethers. Treatment of 3,3-dimethyloxetane (1) with tetrabromomethane and triphenylphosphine gave the corresponding dibromo compound 1,3-dibromo-2,2-dimethylpropane (2). The less-strained homologue oxolane (6) was also reacted giving 1,4-dibromobutane (7) in a 93% yield. Mechanistic interpretations are offered to explain the observed reaction rates of the conversions described.
Redox-responsive morphology transformation of self-assembled nanostructures based on thiol-disulfide interconversion
Tao, Zhi-Gang,Xiao, Ze-Yun,Zhao, Xin,Jiang, Xi-Kui,Li, Zhan-Ting
supporting information; experimental part, p. 4447 - 4451 (2012/09/25)
One dimensional (1D) nanotubes and three dimensional (3D) flowerlike supernanostructures were transformed reversibly, which was controlled by the oxidation and reduction cycle of aromatic diamide-derived thiol 1 and disulfide 2, as evidenced by SEM study.
Superelectrophilic sp3 C-H carbonylation of n-octyl acetate as a way to new bifunctional neo-octanes
Akhrem, Irena S.,Avetisyan, Dzhul'Etta V.,Afanas'Eva, Lyudmila V.,Orlinkov, Alexander V.,Kagramanov, Nikolai D.,Petrovskii, Pavel V.
experimental part, p. 323 - 325 (2012/02/04)
Carbonylation of n-octyl acetate in the presence of CBr4· 2AlBr3 followed by treatment with nucleophiles such as alcohols, amines or (het)arenes affords 7-acetoxy-2,2-dimethylheptanoyl-containing products.
Synthesis and characterization of tetraazaparacyclophane disulfone
Yang, Ya-Ting,Yang, Bing-Qin,Li, Min,Ning, Wei,Lu, Zhen-Huan
, p. 530 - 536 (2008/04/12)
1,6,20,25-Tetraaza[6.1.6.1]paracyclophane-13,32-disulfone D was synthesized under a very dilute condition by the cyclization between tetramethylene dibromide and N,N′-di-p-tosylaminodiphenylsulfone B, which was prepared using N,N′-diaminodiphenyl sulfone and p-toluenesulfonyl as raw materials. 1,6,20,25-Tetra-sulfoferrocene-1,6,20,25-tetraaza[6.1.6.1]paracyclophane-13,32- disulfone E was prepared by modifying D with the bioactive unit ferrocene. The structures were confirmed by IR, 1H NMR, and elemental analysis. Copyright Taylor & Francis Group, LLC.
