- Preparation method of p-(2-methoxyl)ethyl phenol
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The invention discloses a preparation method of p-(2-methoxyl) ethyl phenol. According to the preparation method, p-chlorophenol is taken as the raw material, after etherification reactions, p-chlorophenol with a protected phenolic hydroxyl group is obtained, and after Grignard reactions, chlorination reactions, and methoxyl substitution reactions, p-(2-methoxyl)ethyl phenol is generated. The provided preparation method has the advantages of easily available raw materials, mild reaction conditions, high safety coefficient, strong operability, simple technology, easy industrialization, high product purity, and stable quality. The prepared p-(2-methoxyl)ethyl phenol totally meets the using requirements of medical intermediates.
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Paragraph 0060; 0061; 0062
(2019/05/08)
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- An eco-sustainable erbium(III) triflate catalyzed formation and cleavage of tert -butyl ethers
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An eco-compatible method, which permits the formation or cleavage of tert-butyl ethers of alcohols and phenols, is proposed. The protection step is performed in solvent-free conditions at room temperature using catalytic amount of Er(OTf)3. The catalyst is easily- recovered from the aqueous phase and reused several times without significant loss of activity. The deprotection step developed is also highly eco-friendly since the tert-butyl group is removed very quickly from alcohols and phenols in methanol using MW irradiation-. Georg Thieme Verlag Stuttgart · New York.
- Procopio, Antonio,Costanzo, Paola,Curini, Massimo,Nardi, Monica,Oliverio, Manuela,Paonessa, Rosina
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experimental part
p. 73 - 78
(2011/03/19)
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- Examination of phosphoryl-mimicking functionalities within a macrocyclic Grb2 SH2 domain-binding platform
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Reported herein are the design, synthesis, and Grb2 SH2 domain-binding affinities of several phosphoryl-mimicking groups displayed within the context of a conformationally constrained macrocyclic platform. With use of surface plasmon resonance techniques, single-digit nanomolar affinities were exhibited by phosphonic acid and malonyl-containing diacidic phosphoryl mimetics (for 4h and 4g, KD = 1.47 and 3.62 nM, respectively). Analogues containing monoacidic phosphoryl mimetics provided affinities of KD = 16-67 nM. Neutral phosphoryl-mimicking groups did not show appreciable binding.
- Kang, Sang-Uk,Shi, Zhen-Dan,Worthy, Karen M.,Bindu, Lakshman K.,Dharmawardana, Pathirage G.,Choyke, Sarah J.,Bottaro, Donald P.,Fisher, Robert J.,Burke Jr., Terrence R.
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p. 3945 - 3948
(2007/10/03)
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- Synthesis, self-assembly, and characterization of supramolecular polymers from electroactive dendron rodcoil molecules
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We report here the synthesis and self-assembly of a series of three molecules with dendron rodcoil architecture that contain conjugated segments of oligo(thiophene), oligo(phenylene-vinylene), and oligo(phenylene). Despite their structural differences, all three molecules yield similar self-assembled structures. Electron and atomic force microscopy reveals the self-assembly of the molecules into high aspect ratio ribbon-like nanostructures which at low concentrations induce gelation in nonpolar solvent. Self-assembly results in a blue-shifted absorption spectrum and a red-shifted, quenched fluorescence spectrum, indicating aggregation of the conjugated segments within the ribbon-like structures. The assembly of these molecules into one-dimensional nanostructures is a route to π-π stacked supramolecular polymers for organic electronic functions. In the oligo(thiophene) derivative, self-assembly leads to a 3 orders of magnitude increase in the conductivity of iodine-doped films due to self-assembly. We also found that electric field alignment of these supramolecular assemblies can be used to create arrays of self-assembled nanowires on a device substrate.
- Messmore, Benjamin W.,Hulvat, James F.,Sone, Eli D.,Stupp, Samuel I.
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p. 14452 - 14458
(2007/10/03)
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- Synthesis of chiral calix[n]arenes. Part 2: Synthesis of new chiral calix[n]arenes based on (p-hydroxy-phenyl)-menthone
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The synthesis of new chiral calix[n]arenes, related to Corey's phenyl- menthol, is described. Starting from enantiomerically pure (R)-(+)-pulegone, calix[n]arenes with different ring sizes could be obtained in reasonable yield.
- Soi, Antonio,Pfeiffer, Jens,Jauch, Johann,Schurig, Volker
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p. 177 - 182
(2007/10/03)
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- Nuclear monobromination of alkyl phenyl ethers with NaClO2, NaBr, Mn(acac)3, and moist silica gel in aprotic solvent
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Nuclear monobromination of aromatic ethers can be achieved with a NaClO2/NaBr/Mn(acac)3 catalyst/silica gel system in dichloromethane in regioselective and high-yielding manner under mild conditions.
- Hirano, Masao,Monobe, Hiroyuki,Yakabe, Shigetaka,Morimoto, Takashi
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p. 1463 - 1470
(2007/10/03)
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- Kaolin-assisted Aromatic Chlorination and Bromination
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Moist kaolin catalyses the regioselective and high-yielding chlorination and bromination of C6H5OR (R = C1-C8 alkyl. Bu1, allyl, cyclohexyl, benzyl) to 4-XC6H4OR (X = Cl and Br, respectively) with NaCl02 and Mn(acac)3 in CH2Cl2 in the absence and presence of NaBr, respectively, under mild and neutral conditions.
- Hirano, Masao,Monobe, Hiroyuki,Yakabe, Shigetaka,Morimoto, Takashi
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p. 662 - 663
(2007/10/03)
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- Preliminary Studies of the Mechanism of Metal-Halogen Exchange. The Kinetics of Reaction of n-Butyllithium with Substituted Bromobenzenes in Hexane Solution
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Initial measurements of the rate of reaction of bromobenzene with n-butyllithium in hexane solution have shown the exchange to be first order in bromobenzene and first order in n-butyllithium, with an activation energy of 12 kcal mol-1 (52 kJ mol-1).A Hammett relationship for the reaction of substituted bromobenzenes with n-butyllithium suggests negative charge character in the transition state (ρ ca 2).The addition of a Lewis donor (p-methylanisole) to the hexane solution was found to result in an increase in the rate of exchange, but did not affect the Hammett reaction constant.Several transition-state structures are considered; available evidence suggests that the exchange may be concerted, with either a four-centered structure, or SN2-type attack of the n-butyl anion at the bromine of the aryl bromide
- Rogers, Harold R.,Houk, Janette
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p. 522 - 525
(2007/10/02)
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