384365-49-5

Basic information

• Product Name: methyl 2-diazo-2-(3-methoxyphenyl)acetate
• Synonyms: methyl 2-diazo-2-(3-methoxyphenyl)acetate
• CAS NO: 384365-49-5
• Molecular Weight: 206.201
• Mol File: 384365-49-5.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: methyl 2-diazo-2-(3-methoxyphenyl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-diazo-2-(3-methoxyphenyl)acetate(384365-49-5)
• EPA Substance Registry System: methyl 2-diazo-2-(3-methoxyphenyl)acetate(384365-49-5)

Safety Data

• Hazardous Substances Data: 384365-49-5(Hazardous Substances Data)

Upstream product

• 18927-05-4 methyl (3-methoxyphenyl)acetate 
• 83585-22-2 methyl 2-(3-methoxyphenyl)-2-oxoacetate 
• 1798-09-0 m-methoxyphenylacetic acid 

Downstream Products

• 1011458-46-0 ethyl 2-[(p-methoxy-o-methoxycarbonylmethyl)phenyl]-2-(phenylthio)acetate 
• 1442523-15-0 (1S,2R)-methyl 1-(3-methoxyphenyl)-2-phenylcyclopropanecarboxylate 
• 1609003-60-2 methyl 2-(4-hydroxyphenyl)-2-(3-methoxyphenyl)acetate 

Relevant articles and documents

Tropylium-Catalyzed O-H Insertion Reactions of Diazoalkanes with Carboxylic Acids

Herein, we describe the application of a nonbenzenoid aromatic carbocation, namely tropylium, as an organic Lewis acid catalyst in O-H functionalization reactions of diazoalkanes with benzoic acids. The newly developed protocol is applicable to a wide range of diazoalkane and carboxylic acid substrates with excellent efficiency (43 examples, up to 99% yield).

Blue Light-Emitting Diode-Mediated in Situ Generation of Pyridinium and Isoquinolinium Ylides from Aryl Diazoesters: Their Application in the Synthesis of Diverse Dihydroindolizine

Blue light-emitting diode-mediated environmentally sustainable three component reactions among pyridine/isoquinoline 1/2, aryl diazoesters 3, and acrylic ester/3-alkenyl oxindoles 5/6 provide various dihydroindolizines 7 to 9 in excellent yield. The principle of the strategy is photolytic generation of nitrogen ylides from N-heteroarenes and aryl diazoesters and their subsequent [3 + 2] cycloaddition reaction with dipolarophiles. Detailed mechanistic analysis of the transformation through control experiments establishes this strategy as the foundation for the photolytic multicomponent reaction.

Blue LED Induced Manganese (I) Catalysed Direct C2?H Activation of Pyrroles with Aryl Diazoesters

Herein, we have reported a blue LED mediated manganese pentacarbonyl bromide catalysed incorporation of carbene moieties from aryl diazoesters onto 1H-pyrroles via their selective C2?H activation. A manganese metal-carbene has been identified as the active catalyst to facilitate the reaction. Eighteen mono substituted pyrrole derivatives were isolated in good to excellent yields (67→82%) and the disubstituted products were also formed in minor quantities (5 to 8%). HPLC based kinetics study enabled optimization of the reaction. Control experiments, FT-IR, NMR and GC-MS based characterization elucidated the putative reaction mechanism. (Figure presented.).