1569316-44-4

Basic information

• Product Name: [5-(benzyloxy)-2-bromo-4-methoxyphenyl](3-methoxyphenyl)methanol
• Synonyms: [5-(benzyloxy)-2-bromo-4-methoxyphenyl](3-methoxyphenyl)methanol
• CAS NO: 1569316-44-4
• Molecular Weight: 429.31
• Mol File: 1569316-44-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [5-(benzyloxy)-2-bromo-4-methoxyphenyl](3-methoxyphenyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: [5-(benzyloxy)-2-bromo-4-methoxyphenyl](3-methoxyphenyl)methanol(1569316-44-4)
• EPA Substance Registry System: [5-(benzyloxy)-2-bromo-4-methoxyphenyl](3-methoxyphenyl)methanol(1569316-44-4)

Safety Data

• Hazardous Substances Data: 1569316-44-4(Hazardous Substances Data)

Upstream product

• 6451-86-1 5-benzyloxy-2-bromo-4-methoxybenzaldehyde 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 

Downstream Products

• 1569315-61-2 3,8-bis(benzyloxy)-2,9-dimethoxy-6-(3-methoxyphenyl)-6-methyl-6H-benzo[c]chromene 
• 586-37-8 1-(3-Methoxyphenyl)ethanone 
• 1569316-53-5 [5-(benzyloxy)-2-bromo-4-methoxyphenyl](3-methoxyphenyl)methanone 
• 1569316-05-7 1-[5-(benzyloxy)-2-bromo-4-methoxyphenyl]-1-(3-methoxyphenyl)ethanol 

Relevant articles and documents

Substitution controlled functionalization of ortho -bromobenzylic alcohols via palladium catalysis: Synthesis of chromenes and indenols

An efficient domino Pd-catalyzed transformation of simple ortho-bromobenzyl tertiary alcohols to chromenes is presented. Their formation is believed to proceed via the formation of a five-membered palladacycle, which, in turn, involves in an intermolecular homocoupling with the second ortho- bromobenzyltertiary alcohol to yield the homo-biaryl bond followed by intramolecular C-O bond formation. Interestingly, when there is an allylic substituent on the benzylic carbon atom, a chemoselective switch was observed, which preferred intramolecular Heck coupling and gave indenols. Further, it has been confirmed that the tertiary alcohol functionality is indispensible to give the coupled products, whereas the use of primary/secondary benzylic alcohols furnished the simple carbonyl products via a possible reductive debromination followed by oxidation due to the availability of β-hydrogen(s).