- Preparation method of hydroxyl pinacolone retinoate
-
The invention provides a preparation method of hydroxyl pinacolone retinoate. The preparation method comprises the following steps: preparing corresponding pinacolone by using chloropinacolone through hydrolysis reaction under a strong alkaline condition, and then carrying out condensation reaction on the pinacolone and tretinoin under the conditions of a condensing agent and a catalyst to obtain the hydroxyl pinacolone retinoate. The method is easy to operate, high in reaction yield and suitable for industrial application, and the product obtained through the reaction is free of chloro-pinacolone impurities and can meet the requirement of cosmetics for the quality of the chloro-pinacolone. The invention further provides a novel crystal form of the hydroxyl pinacolone retinoate, and the crystal form is good in stability.
- -
-
Paragraph 0037-0038; 0041-0042
(2021/07/24)
-
- Triazinone preparation method
-
The invention relates to a triazinone preparation method, which comprises: carrying out a hydrolysis reaction on 1-chloropinacolone at a temperature of 80-140 DEG C under the actions of a solvent andan alkali to obtain a compound I, wherein the solvent is water; carrying out an oxidation reaction on the compound I in the presence of oxygen by using Pt as a catalyst under a neutral or weakly basiccondition to obtain a compound II; and carrying out a ring closure reaction on the compound II and thiocarbohydrazide under the catalysis of an acid to obtain triazinone, wherein the structure formula of the compound I is defined in the specification, and the structure formula of the compound II is defined in the specification. According to the present invention, 1-chloropinacolone is used as theraw material, and the water is used as the solvent, such that the generation of high salt wastewater can be avoided; Pt is used as the catalyst, and oxygen is used as the oxidant, such that the use of hydrogen peroxide can be avoided, and the catalyst can be recycled so as to reduce the raw material cost; and the production method is simple, meets the environmentally friendly requirement, and issuitable for industrial production, and the yield and the content of the final product are high.
- -
-
Paragraph 0031-0036
(2019/02/13)
-
- Distal Functional Group Migration for Visible-light Induced Carbo-difluoroalkylation/monofluoroalkylation of Unactivated Alkenes
-
A general and practical protocol for elusive carbo-difluoroalkylation/ monofluoroalkylation of unactivated alkenes based on the distal functional group migration is described. A portfolio of functional groups including heteroaryl, imino, formyl, and alkynyl groups showcase the migratory aptitude. In combination with visible-light photocatalysis, a broad range of di- and mono-fluorinated alkyl ketones are readily obtained in synthetically useful yields under mild reaction conditions. (Figure presented.).
- Yu, Jiajia,Wang, Dongping,Xu, Yan,Wu, Zhen,Zhu, Chen
-
p. 744 - 750
(2017/12/26)
-
- Modular synthesis of dihydroxyacetone monoalkyl ethers and isosteric 1-hydroxy-2-alkanones
-
Straightforward methods for the efficient, systematic preparation of libraries of the title compound classes have been evaluated. A general and efficient modular route to dihydroxyacetone monoethers was developed based on trityl glycidol, which, through epoxide opening, oxidation, and deprotection, provided variously alkylated ethers by three routine operations in good overall yields (eight examples, 24-59 %). The preparation of structurally related 1-hydroxyalkanones depends on the availability of the most economic starting materials and on their physicochemical properties. Thus, the most practical one-step approaches consisted of the sec-selective oxidation of short-chain 1,2-diols (≤ C6) using NaOCl, and the direct ketohydroxylation of 1-alkenes (≥ C6) using buffered stoichiometric KMnO4 or catalytic RuO4 with reoxidation by oxone, for which mostly good overall yields were achieved on a multigram scale (nine examples, 15-78 %).
- Güclü, Deniz,Rale, Madhura,Fessner, Wolf-Dieter
-
supporting information
p. 2960 - 2964
(2015/04/27)
-
- Flexible stereoselective functionalizations of ketones through umpolung with hypervalent iodine reagents
-
The functionalization of carbonyl compounds in the α-position has gathered much attention as a synthetic route because of the wide biological importance of such products. Through polarity reversal, or "umpolung", we show here that typical nucleophiles, such as oxygen, nitrogen, and even carbon nucleophiles, can be used for addition reactions after tethering them to enol ethers. Our findings allow novel retrosynthetic planning and rapid assembly of structures previously accessible only by multistep sequences. A Nu approach: An efficient α-functionalization of ketones with a range of simple and useful nucleophiles is possible by using hypervalent iodine reagents (see scheme; Nu′ can be the Nu itself or a protected form of this nucleophile group).
- Mizar, Pushpak,Wirth, Thomas
-
p. 5993 - 5997
(2014/06/10)
-
- INHIBITION OF P38 KINASE ACTIVITY USING SUBSTITUTED HETEROCYCLIC UREAS
-
This invention relates to the use of a group of aryl ureas in treating cytokine mediated diseases, other than cancer and proteolytic enzyme mediated diseases, other than cancer, and pharmaceutical compositions for use in such therapy.
- -
-
Page/Page column 16
(2012/03/10)
-
- An efficient and convenient transformation of α-haloketones to α-hydroxyketones using cesium formate
-
A new safe and convenient transformation has been developed. In the presence of cesium formate in dry MeOH solution, α-haloketones underwent direct conversion reaction to afford α-hydroxyketone in excellent yields. Furthermore, this methodology can be extended and applied in 2-chloro-N-(1,3-diphenyl-1H-pyrazol-5-yl)acetamide, 2-chloro-N-(2,6-dimethylphen-yl)acetamide, 1-(bromomethylsulfonyl)benzene, and N-(bromomethyl)phthalimide to give the corresponding products in moderate to excellent yields. Crown Copyright
- Wong, Fung Fuh,Chang, Po-Wei,Lin, Hui-Chang,You, Bang-Jau,Huang, Jiann-Jyh,Lin, Shao-Kai
-
supporting information; experimental part
p. 3452 - 3455
(2010/01/11)
-
- INHIBITION OF RAF KINASE USING SUBSTITUTED HETEROCYCLIC UREAS
-
Methods of treating tumors mediated by raf kinase, with substituted urea compounds, and such compounds per se.
- -
-
Page/Page column 16
(2010/11/28)
-
- Chemo-enzymatic preparation of hydroxymethyl ketones
-
A series of hydroxymethyl ketones 4a-g were obtained from the corresponding halogenomethyl ketones 2a-g via their transformation into acetoxymethyl ketones 3a-g by 18-crown-6 catalysed substitution with NaOAc followed by Novozyme 435 catalysed ethanolysis. This convenient chemo-enzymatic route provides a mild, heavy-metal-free alternative to the direct α-hydroxylations of methyl ketones 1a-g.
- Paizs, Csaba,Tosa, Monica,Majdik, Cornelia,Bodai, Viktoria,Novak, Lajos,Irimie, Florin-Dan,Poppe, Laszlo
-
p. 2400 - 2402
(2007/10/03)
-
- An efficient α-hydroxylation of carbonyls using the HOF·CH3CN complex
-
The complex HOF·CH3CN, made directly from fluorine and aqueous acetonitrile, was used for α-hydroxylation of various ketones, esters and acids via their trimethyl silyl enol ethers. The reaction is usually complete in a few minutes at room temperature or below and has high yields.
- Dayan, Sharon,Bareket, Yifat,Rozen, Shlomo
-
p. 3657 - 3664
(2007/10/03)
-
- Direct α-hydroxylation of ketones under acidic conditions using [bis(trifluoroacetoxy)]iodobenzene
-
[Bis(trifluoroacetoxy)] iodobenzene and trifluoroacetic acid in CH3CN/H2O reacts with aromatic, heteroaromatic, and aliphatic ketones to afford α-hydroxyketones in moderate to good yields.
- Moriarty,Berglund,Penmasta
-
p. 6065 - 6068
(2007/10/02)
-
- Hypervalent Iodine Oxidation of Silyl Enol Ethers. A Direct Route to α-Hydroxy Ketones
-
Hypervalent iodine oxidation of various silyl enol ethers (aromatic, heteroaromatic, and aliphatic) using iodosobenzene-boron trifluoride diethyl ether-water provides a general and direct route for the α-hydroxylation of ketones.The structures of 2-hydroxy- (8) and 3-hydroxy-acetylpyridine (9) are discussed as well as the scope and mechanism of the reaction.
- Moriarty, Robert M.,Duncan, Michael P.,Prakash, Om
-
p. 1781 - 1784
(2007/10/02)
-
- Formation of Thioamide Derivatives from Reactions of Isothiocyanates with Oxazol-2-amines
-
4-Substituted oxazol-2-amines react with isothiocyanates to give products having a thioamide function at C5.The reaction is considered to be an electrophilic process in competition with the usual reaction of the amino group with the isothiocyanate.The nature of the isothiocyanate and the type of substituent at C4 affect the amount of the thioamide product formed.Some chemical properties of the thioamides are also investigated.
- Crank, George,Khan, Humaid R.
-
p. 447 - 458
(2007/10/02)
-
- THE REACTION OF CHROMYL CHLORIDE AND O-SILYLATED ENOLATES: A NOVEL REGIOSPECIFIC ROUTE TO α-HYDROXY KETONES.
-
Chromyl chloride reacts regiospecifically with O-silylated enolates to form α-hydroxy ketones.
- Lee, Thomas V.,Toczek, Judy
-
p. 2917 - 2920
(2007/10/02)
-
- ACTION DE L'OZONE SUR DES DERIVES VINYLIQUES; REACTIONS CONSERVANT L'ENCHAINEMENT CARBONE.
-
Ozone reacts with vinyl derivatives (sulphides, enamines, ethers) and gives abnormal reactions or/and double bond cleavages.
- Strobel, Marie-Paule,Morin, Luc,Paquer, Daniel
-
p. 523 - 524
(2007/10/02)
-
