1124-90-9

Upstream product

• 1206-23-1 1-tetrahydropyran-2-yloxy-cyclohexanecarbonitrile 
• 22082-46-8 1-(1'-hydroxycyclohexyl)-2-propen-1-one 
• 925-90-6 ethylmagnesium bromide 
• 62737-41-1 DL-2-dimethylamino-butyronitrile 
• 108-94-1 cyclohexanone 
• 67306-93-8 N-tert-Butyl-N'-prop-(Z)-ylidene-hydrazine 
• 107-12-0 propiononitrile 
• 3277-89-2 phenethylmagnesium bromide 
• 24731-36-0 1-trimethylsilanyloxycyclohexanecarbonitrile 
• 79-03-8 propionyl chloride 
• 931-97-5 1-hydroxy-1-cyclohexanecarbonitrile 
• 1123-86-0 cyclohexyl ethyl ketone 
• 697-37-0 1-(1-propynyl)cyclohexanol 

Downstream Products

• 1124-89-6 1-(α-Oxy-propyl)-cyclohexanol-(1) 
• 1197-71-3 (+/-)-1-Hydroxy-1-(1-hydroxy-1-methyl-propyl)-cyclohexan 
• 1142-69-4 1-<1-Hydroxy-1-phenyl-propyl>-cyclohexanol-(1) 

Relevant academic research and scientific papers

Efficient synthesis of tertiary α-hydroxy ketones through CO 2-promoted regioselective hydration of propargylic alcohols

A carbon dioxide-promoted and silver acetate-catalyzed hydration of propargylic alcohols for the efficient synthesis of tertiary α-hydroxy ketones has been developed. The reaction is proposed to proceed via a tandem process of carbon dioxide incorporation into propargylic alcohols and subsequent hydrolysis. This journal is the Partner Organisations 2014.

Conversion of ketone trimethylsilylcyanohydrins to several types of compounds

Cyclic ketone O-trimethylsilylcyanohydrins (2) were prepared and converted to various compounds: α-hydroxyketones (3), dehydroxylated ketones (4), α,β-unsaturated ketones (9), tricyclic ketones (10), 1-ethoxycarbonyl-4- phenyl-1,2,4a,5,6,7,8,8a-octahydro-2-naphthalenone (13), 1- phenylperhydroisocoumarin (18) and 1,2,3,4,4a,10,11,11a-octahydro-5h- benzo[a,d]cyclohepten-10-one (20).

Synthesis of α-Hydroxy Ketones by Samarium(II) Iodide-Mediated Coupling of Organic Halides, an Isocyanide, and Carbonyl Compounds

A new strategy for the synthesis of α-hydroxy ketones by samarium(II) iodide-mediated three-component coupling of organic halides, an isocyanide, and carbonyl compounds is disclosed.An (α-iminoalkyl)samarium(III) species is generated in situ by treatment

Electroorganic Chemistry. 140. Electroreductively Intra- and Intermolecular Couplings of Ketones with Nitriles

Electroreduction of γ- and δ-cyano ketones in i-PrOH with Sn cathode gave α-hydroxy ketones and their dehydroxylated ketones as the intramolecularly coupled products.Guaiazulene, (-)-valeranone, polyquinanes, dihydrojasmone, methyl dihydrojasmonate, and rosaprostol have been synthesized by utilizing this electroreductive intramolecular coupling of γ- and δ-cyano ketones in one of the key steps.Similarly, electroreduction of a mixture of ketone and nitrile gave the corresponding intermolecularly coupled product.The product obtained by the electroreductive intermolecular coupling of (+)-dihydrocarvone with acetonitrile has been found to be the precursor of an effective chiral ligand for the enantioselective addition of diethylzinc to aldehydes.

SYNTHESIS OF 1,2-GLYCOL MONOETHERS UTILIZING DECARBONYLATION OF α-ALKOXYACID CHLORIDES MEDIATED BY SAMARIUM DIIODIDE

A new synthesis of 1,2-glycol monoethers has been achived by utilizing decarbonylation of α-alkoxyacid chlorides mediated by samarium diiodide in the presence of ketones.This one-pot reaction works within a few minutes at room temperature.The structure of α-alkoxyacid chlorides (R2,R3)C(OR1)COCl2 tolerates various substitution patterns (R2=R3=H; R2=H; R3=Me or R2=R3=Me).

AZO ANIONS IN SYNTHESIS. PT 1. t-BUTYLHYDRAZONES AS ACYL-ANION EQUIVALENTS

The lithium salts of aldehyde t-butylhydrazones react with electrophiles (aldehydes, ketones, alkyl halides, crotonates) to form C-trapped t-butylazo-compounds; tautomerisation and hydrolysis gave α-hydroxy ketones, ketones, and γ-keto esters in good yield, thereby providing a convenient new acyl-anion equivalent.Reaction of these lithium salts with aldehydes and ketones, followed by elimination provided a new route to azo alkenes.

Azo Anions in Synthesis. t-Butylhydrazones as Acyl-anion Equivalents

The lithium salts of aldehyde t-butylhydrazones react with electrophiles (aldehydes, ketones, alkyl halides) to form C-trapped t-butylazo compounds; isomerisation and hydrolyse gave α-hydroxy ketones and ketones in good yields, thereby providing a convenient new acyl-anion equivalent.

α-DIALKYLAMINONITRILES: PRACTICAL REAGENTS FOR NUCLEOPHILIC ACYLATION

An efficient synthesis of α-hydroxyketones from the reaction of carbonyl compounds and lithio α-dialkylaminonitriles is described.