6305-04-0Relevant articles and documents
Preparation method of 2-(4-benzyloxyphenyl)ethanol
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Paragraph 0063; 0065-0067; 0078; 0079; 0090; 0091, (2021/08/06)
The invention provides a preparation method of 2-(4-benzyloxyphenyl)ethanol. The preparation method comprises the following steps: 1) subjecting phenol to reacting with chloroacetyl chloride under the catalysis of aluminum trichloride to obtain a compound as shown in a formula II; 2) subjecting the compound as shown in the formula II to reacting with benzyl halide under an alkaline condition to obtain a compound as shown in a formula III, wherein the benzyl halide is one selected from benzyl bromide and benzyl chloride; 3) performing reduction treatment on the compound as shown in the formula III, and adjusting a reaction system to be an alkaline system to obtain a compound as shown in a formula IV; and 4) under the action of a catalyst, reducing the compound as shown in the formula IV under a hydrogen condition to obtain the 2-(4-benzyloxyphenyl)ethanol as shown in the formula I. The preparation method has the advantages of low cost, mild reaction conditions, safety in operation and less three-waste pollution, and is beneficial to being applied to industrial production.
Synthesis method for preparing metoprolol intermediate
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Paragraph 0012, (2017/12/27)
A synthesis method for preparing a metoprolol intermediate comprises the following steps: 1, dissolving phenol and chloroacetyl chloride in a dichloroethane solvent, adding aluminum trichloride as a catalyst, stirring for reaction to generate 4-chloracetyl phenol; 2, dissolving the 4-chloracetyl phenol generated by the reaction of the step 1 in methanol, adding methanol sodium, starting a stirrer for stirring for reaction to generate 4-(2'-methoxy acetyl) phenol; 3, adding the 4-(2'-methoxy acetyl) phenol generated by the reaction of the step 2 into a reactor, adding a catalyst, adding a reductant, starting stirring, and heating for reaction to generate intermediate 4-(2 '-methoxy ethyl) phenol. The advantages are as follows: the method for preparation of the 4-(2 '-methoxy ethyl) phenol is simple in operation, mild in conditions, environmental friendly, low in cost, and is suitable for industrial production, Raney nickel can be reused, the reaction yield reaches 86%, and the purity reaches 98% or above.
The α-chlorination of aryl methyl ketones under aerobic oxidative conditions
Prebil, Rok,Stavber, Stojan
supporting information, p. 1266 - 1274 (2014/05/06)
The novel reaction system air/ammonium nitrate/iodine/hydrochloric acid [air/NH4NO3(cat.)/I2(cat.)/HCl] is introduced as a simple, safe, cheap, efficient and regioselective mediator for the α-chlorination of aryl, heteroaryl and alkyl methyl ketones under aerobic oxidative conditions. The inventive use of a catalytic amount of iodine enabled the moderate to quantitative, regioselective chlorination of a comprehensive scope of different methyl ketone derivatives including those bearing oxidizable heteroatom (S, N) substituents, some of which possess declared potential biological and pharmaceutical activity. Air oxygen under a slight overpressure plays the role of the terminal oxidant catalytically activated by redox cycles of nitrogen oxides released from the catalytic amount of ammonium nitrate (NH4NO3) under acidic conditions of hydrochloric acid (HCl) and co-catalyzed by elemental iodine (I2), which was found to be essential for the high efficiency of the reaction system.
Synthesis of [4-14C]-pelargonidin chloride and [4- 14C]-delphinidin chloride
Kraus, Michael,Biskup, Ellen,Richling, Elke,Schreier, Peter
, p. 1151 - 1162 (2007/10/03)
The synthesis of [4-14C]-pelargonidin chloride and [4- 14C]-delphinidin chloride via [formyl-14C]-2-(benzoyloxy)- 4,6-dihydroxybenzaldehyde, ω,4-diacetoxyacetophenone and ω,3,4,5-tetraacetoxyacetophenone is described. The first step comprised labelling of the carbonyl group of 2-(benzoyloxy)-4,6-dihydroxybenzaldehyde, verifying that the coupling with ω,4-diacetoxyacetophenone or ω,3,4,5-tetraacetoxyacetophenone under hydrogen chloride atmosphere resulted in the formation of [4-14C] labelled anthocyanidins. Copyright
Synthesis and uses of synephrine derivatives
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Page/Page column 19, (2008/06/13)
The present invention discloses a novel syntheses of synephrine, its derivatives, and the salts of the foregoing, including their intermediates. One or more of the substituents of the nitrogen atom of the synephrine is/are modified to produce the derivatives. The synephrine derivatives and their salts are useful for treating animals for diseases, conditions, or disorders modulated by β3-adrenergic receptor. They are preferably used as fat breakdown agents and/or weight loss agents.
Indium(I) bromide-mediated reductive coupling of α,α- dichloroketones to 1-aryl-butane-1,4-diones
Peppe, Clovis,Pav?o Das Chagas, Rafael
, p. 1187 - 1190 (2007/10/03)
Indium(I) bromide promotes the reductive coupling of α,α- dichloroketones to the corresponding 1,4-butanediones in moderate to good yields.
A New Route to (+/-) Metoprolol
Gurjar, M.K.,Joshi, Shreerang V,Sastry, B.S.,Rao, A V Rama
, p. 3489 - 3496 (2007/10/02)
Synthesis of 4-(2-methoxyethyl)phenol (5) from phenol is described.The derived aryloxyallyl ether (6) is converted into (+/-)-metoprolol (10) by involving dihydroxylation reaction with OsO4 and NMO.
α-Chlorination of Aromatic Acetyl Derivatives with Benzyltrimethylammonium Dichloroiodate
Kajigaeshi, Shoji,Kakinami, Takaaki,Moriwaki, Masayuki,Fujisaki, Shizuo,Maeno, Kimihiro,Okamoto, Tsuyoshi
, p. 545 - 546 (2007/10/02)
Reaction of aromatic acetyl derivatives with benzyltrimethylammonium dichloroiodate in refluxing dichloroethane/methanol for several hours gave α-chloroacetyl derivatives in good yields.
