177845-97-5

Upstream product

• 201230-82-2 carbon monoxide 
• 58824-56-9 1-(p-bromophenyl)prop-2-en-1-ol 
• 1122-91-4 4-bromo-benzaldehyde 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 177845-96-4 methyl 4-(4'-bromophenyl)-4,4-dimethoxycarbonylbutanoate 
• 41841-16-1 (4-bromo-phenyl)-acetic acid methyl ester 
• 149506-35-4 2-(4-bromophenyl)-malonic acid dimethyl ester 

Relevant academic research and scientific papers

Direct and Selective Synthesis of Adipic and Other Dicarboxylic Acids by Palladium-Catalyzed Carbonylation of Allylic Alcohols

A general and direct synthesis of dicarboxylic acids including industrially important adipic acid by palladium-catalyzed dicarbonylation of allylic alcohol is reported. Specifically, the combination of PdCl2 and a bisphosphine ligand (HeMaRaphos) promotes two different carbonylation reactions with high activity and excellent selectivity.

Synthesis of the 3H-labelled 5-HT3 antagonist (RS-25259-197) at high specific activity

The preparation of the title compound, a selective 5-HT3 antagonist with anti-emetic properties, is described. The key intermediate involved is 6-bromo-1,2-dihydronaphthoid acid (5), which was synthesized from 4-bromophenylacetic acid by Micheal addition, acid-induced ring cyclization, reduction and dehydration. Compound (5) was selected because it has two labelling sites to ensure high specific activity of the final product. Reduction of amide 6 with carrier-free tritium gas, followed by reduction of the amide functional group with BF3-OEt2 and intramolecular cyclization furnished the title compound having a specific activity of 70.4 Ci/mmol and >99% purity.