66379-84-8

Upstream product

• 75-87-6 chloral 
• 121-69-7 N,N-dimethyl-aniline 
• 108-95-2 phenol 
• 302-17-0 chloral hydrate 
• 650-51-1 sodium trichloroacetate 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 67-66-3 chloroform 
• 1703-46-4 N,N-dimethyl-4-hydroxymethylaniline 

Downstream Products

• 67-66-3 chloroform 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 115282-41-2 4-dimethylamino-mandelic acid 
• 1620143-52-3 ethyl 2,2,2-trichloro-1-[4-(dimethylamino)phenyl]ethyl carbonate 
• 6798-58-9 p-dimethylamino phenyl-2 dichloro-1,1 ethylene 
• 50438-75-0 2-(4-dimethylaminophenyl)ethyl alcohol 
• 2829-28-9 4-dimethylamino-benzaldehyde phenylhydrazone 
• 619-84-1 p-N,N-dimethylaminobenzoic acid 

Relevant academic research and scientific papers

One-Carbon Homologation of Primary Alcohols and the Reductive Homologation of Aldehydes Involving a Jocic-Type Reaction

(Trichloromethyl)carbinols, which are formed in one operation from either alcohols or aldehydes, can be converted into primary alcohols in a Jocic-type reaction involving LiBH4. The net result is a convenient two-step, one-carbon homologation of primary alcohols or a reductive one-carbon homologation of aldehydes featuring a broad substrate scope. The method is step-economical, and it nicely complements established one-carbon homologation strategies. (Trichloromethyl)carbinols, which are formed in one operation from either alcohols or aldehydes, can be converted into primary alcohols in a Jocic-type reaction involving LiBH4. The net result is a convenient two-step, one-carbon homologation of primary alcohols or a reductive one-carbon homologation of aldehydes featuring a broad substrate scope.

β-(Carbonatoxy)alkyl radicals: A new subset of β-(ester)alkyl radical fragmentation during copper(I)-mediated synthesis of 1,1-dichloro-1-alkenes

A new subset of β-(ester)alkyl radicals is presented. It is the first study on the chemistry of β-(alkoxycarbonyloxy)alkyl radicals that fill the gap in the spectrum of the migrating groups in β-(ester)alkyl radical reactions. The change from less nucleofugal (acetate) group to the more nucleofugal (carbonate) group in the spectrum of the migrating group changed the reaction path from rearrangement to fragmentation. This approach has been used for the synthesis of 1,1-dichloroalkenes in high yields. The formation of dichloroalkenes was accounted by the involvement of alkene radical cation and carbonate anion pair (a CIP) as a result of heterolysis of the CO bond of the carbonate at the β-position of the β-(alkoxycarbonyloxy)alkyl radical. The alkene radical cation was trapped by nucleophilic reaction with MeOH to form methyl ester.

Decarboxylative trichloromethylation of aromatic aldehydes and its applications in continuous flow

Two new protocols for the efficient synthesis of 2,2,2- trichloromethylcarbinols, starting from aromatic aldehydes, have been developed. A combination of sodium trichloroacetate in the presence of malonic acid proved efficient for the transformation of el

CARBOXYLATION OF ARENES

A two-step procedure for the carboxylation of aromatic rings is described, involving the intermediate preparation of 1-aryl-2,2,2-trichloroethanols (1), which form the corresponding benzoic acids by treatment with NaOH/H2O2.