7462-94-4

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InChI:InChI=1/C9H11NO2/c1-9(2,12)8(11)7-5-3-4-6-10-7/h3-6,12H,1-2H3

Upstream product

• 59576-30-6 2-methyl-1-(pyridin-2-yl)propan-1-one 

Relevant academic research and scientific papers

Α - hydroxy ketone compound low priced high-efficient synthetic method

The invention discloses a cheap and efficient synthesis method of an alpha-hydroxyketone compound. The synthesis method is characterized in that a carbonyl compound undergoes an oxidation hydroxylation reaction at 10-120DEG C under normal pressure with iodine simple substance, N-bromosuccimide, copper bromide, bromine simple substance, hydrogen bromide, N-iodosuccimide or hydrogen iodide as a catalyst, sulfoxide as an oxidant, water or sulfoxide as a hydroxy source and sulfoxide, ethyl acetate, N,N-dimethyl formamide, acetonitrile, toluene, 1,4-dioxane, 1,2-dichloroethane, tetrahydrofuran or H2O as a solvent, and converts into the alpha-hydroxyketone compound in a high selectivity manner. Compared with traditional synthesis methods, the method disclosed in the invention has the advantages of simple operation, high yield, simple conditions, easy purification, small waste discharge amount, simple reaction apparatus, and easy industrial production. The method has wide applicability and can be used for synthesizing various alpha-hydroxyketone compounds.

I2- or NBS-catalyzed highly efficient α-hydroxylation of ketones with dimethyl sulfoxide

An efficient method for the direct preparation of high synthetic valuable α-hydroxycarbonyls is described. The simple and readily available I2 or NBS was used as catalyst. DMSO acts as the oxidant, oxygen source, and solvent. A diverse range of tertiary Csp3-H bonds as well as more challenging secondary Csp3-H bonds could be hydroxylated in this transformation. The reaction is mild, less toxic and easy to perform.

α-Hydroxyacylation of Pyridine

Efficient synthesis of 2-α-hydroxyacylpyridines 10 starting from pyridine N-oxide and 2-bromoaldehydes via base-induced rearrangement of the resulting N-alkoxypyridinium salts 6 is described.

BASE-INDUCED CONVERSION OF N-ALKOXYPYRIDINIUM SALTS BEARING A FORMYL GROUP IN THEIR ALKOXYL CHAIN

Reaction of pyridine N-oxide with α-disubstituted 2-bromoaldehydes led to the expected N-alkoxypyridinium salts which were converted to 2-(α-hydroxyacyl)pyridines on base treatment.