65246-42-6

Basic information

• Product Name: Benzofuran, 2-(3,5-dimethoxyphenyl)-
• CAS NO: 65246-42-6
• Molecular Formula: C16H14O3
• Molecular Weight: 254.285
• Mol File: 65246-42-6.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Benzofuran, 2-(3,5-dimethoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzofuran, 2-(3,5-dimethoxyphenyl)-(65246-42-6)
• EPA Substance Registry System: Benzofuran, 2-(3,5-dimethoxyphenyl)-(65246-42-6)

Safety Data

• Hazardous Substances Data: 65246-42-6(Hazardous Substances Data)

Upstream product

• 95-55-6 2-amino-phenol 
• 4024-72-0 6-Diazo-2,4-cyclohexadienon 
• 91703-34-3 2-(β,β-dibromovinyl)phenol 
• 701-99-5 Phenoxyacetyl chloride 
• 271-89-6 1-benzofurane 
• 7169-34-8 3-oxo-2,3-dihydrobenzo[b]furan 
• 122-59-8 2-phenoxyacetic acid 
• 108-95-2 phenol 
• 533-58-4 2-Iodophenol 
• 171290-52-1 1-Ethynyl-3,5-dimethoxy-benzene 
• 98437-24-2 benzofuran-2-boronic acid 
• 20469-65-2 1-bromo-3,5-dimethoxybenzene 
• 18698-97-0 ortho-bromophenylacetic acid 
• 2150-37-0 methyl 3,5-dimethoxybenzoate 

Downstream Products

• 1262120-08-0 2-(3,5-dimethoxy-4-methylphenyl)benzofuran 

Relevant articles and documents

Short and Protecting-Group-Free Approach to the (-)-Δ8-THC-Motif: Synthesis of THC-Analogues, (-)-Machaeriol B and (-)-Machaeriol D

Friedel-Crafts alkylation of resorcinols with (S)-cis-verbenol and subsequent cyclization allows the construction of the tetrahydrodibenzopyran core of (-)-δ8-THC which is also found in other natural products in one step. Using a benzofuryl sub

Rapid Access to Benzofuran-Based Natural Products through a Concise Synthetic Strategy

A concise strategy is described for the synthesis of ailanthoidol (1), egonol (2), homoegonol (3), demethoxyegonol (4), demethoxyhomoegonol (5), and stemofuran A (6). This approach involves a Pd-catalysed domino cyclization/coupling process using triarylbismuth reagents for the generation of the benzofuran core. Subsequent structural modifications then give the final targets. The high yielding synthesis of the recently isolated natural products egonol-9(Z)-12(Z)-linoleate (2a), 7-demethoxyegonol-9(Z)-12(Z)-linoleate (4a), and 7-demethoxy-egonol-9(Z)-oleate (4b) are also reported.

Short and Divergent Total Synthesis of (+)-Machaeriol B, (+)-Machaeriol D, (+)-Δ8-THC, and Analogues

Short and highly efficient stereoselective syntheses provide machaeriols and cannabinoids in a divergent approach starting from a common precursor, commercially available (S)-perillic acid. Key features of the novel strategy are a stereospecific palladium-catalyzed decarboxylative arylation and a one-pot sequence comprising a stereoselective hydroboration followed by oxidation or reduction of the corresponding intermediary boranes. The divergent approach is convincingly demonstrated by the five-step syntheses of (+)-machaeriol B, (+)-machaeriol D, and related analogues, and the four-step synthesis of (+)-Δ8-THC and an analogue.