17103-25-2

Basic information

• Product Name: [1,1'-Biphenyl]-2-carboxylic acid, 4'-methoxy-, methyl ester
• CAS NO: 17103-25-2
• Molecular Formula: C15H14O3
• Molecular Weight: 242.274
• Mol File: 17103-25-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [1,1'-Biphenyl]-2-carboxylic acid, 4'-methoxy-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-Biphenyl]-2-carboxylic acid, 4'-methoxy-, methyl ester(17103-25-2)
• EPA Substance Registry System: [1,1'-Biphenyl]-2-carboxylic acid, 4'-methoxy-, methyl ester(17103-25-2)

Safety Data

• Hazardous Substances Data: 17103-25-2(Hazardous Substances Data)

Upstream product

• 610-94-6 2-bromobenzoic acid methyl ester 
• 201230-82-2 carbon monoxide 
• 79422-15-4 2-(4-methoxyphenyl)-1,3,6,2-dioxazaborocane 
• 5720-07-0 4-methoxyphenylboronic acid 
• 12125-87-0 (methylbenzoate)chromium tricarbonyl 
• 696-62-8 para-iodoanisole 

Downstream Products

• 1286261-77-5 4′-methoxy-N-phenyl-[1,1′-biphenyl]-2-carboxamide 
• 1143-62-0 3-Methoxy-6H-dibenzopyran-6-one 
• 1027504-49-9 5-(4-Methoxy-phenyl)-4H-isoquinoline-3,3-dicarboxylic acid diethyl ester 
• 1026003-67-7 5-(4-Methoxy-phenyl)-1,4-dihydro-2H-isoquinoline-3,3-dicarboxylic acid diethyl ester 
• 170304-68-4 methyl 4'-hydroxy-1,1'-biphenyl-2-carboxylate 
• 157921-29-4 4'-Methoxy-biphenyl-2-carboxylic acid [4-(2,3,4,5-tetrahydro-benzo[b]azepine-1-carbonyl)-phenyl]-amide 
• 18110-71-9 4'-methoxybiphenyl-2-carboxylic acid 
• 67526-82-3 4'-hydroxy-1,1'-biphenyl-2-carboxylic acid 

Relevant articles and documents

Carbonylative Suzuki-Miyaura couplings of sterically hindered aryl halides: Synthesis of 2-aroylbenzoate derivatives

We have developed a carbonylative approach to the synthesis of diversely substituted 2-aroylbenzoate esters featuring a new protocol for the carbonylative coupling of aryl bromides with boronic acids and a new strategy to favour carbonylative over non-carbonylative reactions. Two different synthetic pathways-(i) the alkoxycarbonylation of 2-bromo benzophenones and (ii) the carbonylative Suzuki-Miyaura coupling of 2-bromobenzoate esters-were evaluated. The latter approach provided a broader substrate tolerance, and thus was the preferred pathway. We observed that 2-substituted aryl bromides were challenging substrates for carbonylative chemistry favouring the non-carbonylative pathway. However, we found that carbonylative Suzuki-Miyaura couplings can be improved by slow addition of the boronic acid, suppressing the unwanted direct Suzuki coupling and, thus increasing the yield of the carbonylative reaction.