32379-40-1

Upstream product

• 151-50-8 potassium cyanide 
• 108-94-1 cyclohexanone 
• 98-88-4 benzoyl chloride 
• 4231-62-3 1-benzoyl-1H-benzotriazole 
• 613-90-1 benzoyl cyanide 
• 455-32-3 benzoyl fluoride 
• 24731-36-0 1-trimethylsilanyloxycyclohexanecarbonitrile 
• 2408-36-8 lithium cyanide 
• 931-97-5 1-hydroxy-1-cyclohexanecarbonitrile 
• 93-97-0 benzoic acid anhydride 

Downstream Products

• 32379-48-9 1-benzoyloxy-cyclohexanecarboxylic acid amide 
• 108-94-1 cyclohexanone 
• 1855-63-6 cyclohex-1-enecarbonitrile 
• 100-47-0 benzonitrile 
• 65-85-0 benzoic acid 
• 71-43-2 benzene 
• 1123-28-0 1-hydroxy-cyclohexanecarboxylic acid 
• 68659-42-7 2-phenyl-1-oxa-3-aza-spiro[4.5]dec-2-en-4-one 
• 68659-43-8 2-phenyl-1-oxa-3-aza-spiro[4.5]dec-2-en-4-one; perchlorate 

Relevant academic research and scientific papers

A convenient one-pot synthesis of ketone cyanohydrin esters in aqueous media

A convenient one-pot, two-step procedure for the synthesis of ketone cyanohydrin esters in aqueous media is reported using N-acylbenzotriazoles as the acylating agents. In saturated aqueous sodium bicarbonate containing a catalytic amount of tetrabutylamm

4-(N,N -dimethylamino)pyridine hydrochloride as a recyclable catalyst for acylation of inert alcohols: Substrate scope and reaction mechanism

4-(N,N-Dimethylamino)pyridine hydrochloride (DMAP·HCl), a DMAP salt with the simplest structure, was used as a recyclable catalyst for the acylation of inert alcohols and phenols under base-free conditions. The reaction mechanism was investigated in detail for the first time; DMAP·HCl and the acylating reagent directly formed N-acyl-4-(N′,N′-dimethylamino) pyridine chloride, which was attacked by the nucleophilic substrate to form a transient intermediate that released the acylation product and regenerated the DMAP·HCl catalyst.

DMAP-organocatalyzed O-silyl-O-(or C-)-benzoyl interconversions by means of benzoyl fluoride

A mild and efficient transprotection of alcohols from silyl ethers 1a-f to benzoates 2a-f is reported in fair to good yields (50-98%). This silyl-acyl exchange reaction proceeds readily in acetonitrile at room temperature in the presence of benzoyl fluoride and DMAP as an acyl transfer catalyst. A two-step 'one-pot' DMAP-catalyzed silylcyanation-transprotection sequence which gives the corresponding O-benzoyl cyanohydrines 2g-l in high yields (72-98%) from various benzaldehyde and ketone derivatives is also reported. This original organocatalytic acyl transfer process was also found to be effective in the O-benzoylation of trimethysilyl enolates 1m-o, providing enol esters 2m-o. Lastly, the potential of this strategy is also illustrated by a DMAP-mediated Claisen condensation between ketene silyl acetals 1p-r and benzoyl fluoride. Georg Thieme Verlag Stuttgart.

DBU catalyzed cyanoacylation of ketones with acyl cyanides

The reaction of cyclohexanone with benzoyl cyanide by amines provides the corresponding O-benzoyl cyanohedrin adducts in moderate to good yields under mild conditions. DBU was found to be the most effective promoter among the catalyst, allowing the reacti

A Simple One-Pot Synthesis of Silylated and Acylated Cyanohydrins

Reaction of variety of aldehydes and ketones with chlorotrimethylsilane and acyl chlorides in the presence of lithium cyanide to give trimethylsilylcyanohydrins and acylcyanohydrins is described.

CROWN ETHER CATALYSIS IN THE SYNTHESIS OF CYANOHYDRIN DERIVATIVES

Carbonyl compounds react with cyanide ion under phase transfer catalysis (18-crown-6) to give cyanohydrin anions which are trapped by acid chlorides, anhydrides or alkylating agents to give cyanohydrin derivatives.