37730-32-8

Basic information

• Product Name: 3-(3-methoxyphenyl)but-2-enoic acid
• Synonyms: 3-(3-methoxyphenyl)but-2-enoic acid
• CAS NO: 37730-32-8
• Molecular Weight: 192.214
• Mol File: 37730-32-8.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 3-(3-methoxyphenyl)but-2-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-methoxyphenyl)but-2-enoic acid(37730-32-8)
• EPA Substance Registry System: 3-(3-methoxyphenyl)but-2-enoic acid(37730-32-8)

Safety Data

• Hazardous Substances Data: 37730-32-8(Hazardous Substances Data)

Upstream product

• 105-36-2 ethyl bromoacetate 
• 586-37-8 1-(3-Methoxyphenyl)ethanone 
• 3095-95-2 diethylphosphonoacetic acid 
• 625-38-7 but-3-enoic acid 
• 766-85-8 3-methoxy-1-iodobenzene 
• 7706-83-4 3-(3-methoxyphenyl)-2-butenoic acid ethyl ester 
• 940890-84-6 3-(3-methoxyphenyl)-but-2-enoic acid methyl ester 
• 7706-83-4 (E)-3-(3-methoxyphenyl)-2-butenoic acid ethyl ester 

Relevant articles and documents

Synergistic N-Heterocyclic Carbene/Palladium-Catalyzed [3 + 2] Annulation of Vinyl Enolates with 1-Tosyl-2-vinylaziridine

The synergistic combination of N-heterocyclic carbene organocatalysis and transition-metal catalysis for a formal [3 + 2] annulation between 3-substituted but-2-enoates and 1-tosyl-2-vinylaziridine was developed. This cooperative strategy provides a facile and efficient access to various functionalized (E)-3-ethylidene-4-vinylpyrrolidin-2-ones in a regioselective and stereoselective manner. The preliminary asymmetric studies were also performed, which indicated a potential for enantioselective annulation of vinyl enolate intermediates with transition-metal-π-allyl species.

Construction of Multi-Substituted Benzenes via NHC-Catalyzed Reactions of Carboxylic Esters

A carbene-catalyzed ester activation reaction for the synthesis of multi-substituted benzenes is developed. Tetra-substituted benzene compounds are efficiently synthesized through this methodology. Compared with aldehyde substrates used in previous reports, the ester substrates used here are much more readily available and inexpensive. In addition, the TEMPO oxidant used here is more inexpensive than the quinones commonly used in related carbene-catalyzed reactions.

An Expeditious Synthesis of 8-Methoxy-1-tetralone

8-Methoxy-1-tetralone was synthesized in a concise and efficient manner involving a sequential palladium-mediated cross-coupling reaction (Heck), catalytic hydrogenation, and intramolecular acylation mediated by Eaton's reagent or Lewis acids. The pivotal step in the synthesis was the use of a bromine substituent at the benzenoid C4 position of the intermediate methyl 4-arylbutyric ester to ensure cyclization ortho to the methoxy moiety and obviate cyclization at the para position to the thermodynamically preferred 6-methoxy-1-tetralone, the sole product obtained in the absence of this blocking group.