579504-84-0

Upstream product

• 564468-49-1 10-(3,5-dimethoxy-benzylidene)-10H-anthracen-9-one 
• 529-86-2 9-anthrol 
• 7311-34-4 3,5-dimethoxybenzaldehdye 

Downstream Products

• 882529-80-8 trans-10-(3,5-dimethoxybenzyl)-9,10-dihydroanthracen-9-ol 
• 887617-52-9 10-(3,5-dimethoxybenzyl)-9,10-dihydro-10-(3-methoxybenzyl)-9-anthracenol 
• 887617-53-0 10-benzyl-10-(3,5-dimethoxybenzyl)-9,10-dihydro-9-anthracenol 
• 887617-47-2 10-(3,5-dimethoxybenzyl)-10-(3-methoxybenzyl)-9(10H)-anthracenone 
• 887617-48-3 10-benzyl-10-(3,5-dimethoxybenzyl)-9(10H)-anthracenone 

Relevant academic research and scientific papers

Acid-catalyzed cyclization of anthracenol derivatives to homotriptycenes

10-Benzyl-9,10-dihydroanthracen-9-ols, having high electron densities in the benzene ring, exhibit in the presence of acid a transannular ring closure to the corresponding homotriptycenes in almost quantitative yields. Since the starting compounds are easily accessible from 9(10H)-anthracenone, this process represents the most facile route to such pentacyclic systems. An electron-releasing methoxy group enables the intramolecular electrophilic substitution in its para position. In the absence of such an activation, a number of alternative processes can occur, namely the acid-catalyzed dehydration to anthracene derivatives with (R ≠ H) or without (R = H) rearrangement or a disproportionation reaction of the secondary alcohol to the corresponding ketone and hydrocarbon.

A facile synthesis of homotriptycenes from anthranol derivatives

Substituted trans-10-benzyl-9-anthranols 5a,b and substituted 10, 10-dibenzyl-9-anthranol 8e undergo intramolecular cyclization in the presence of formic or oxalic acid to give homotriptycenes 9a,b,e. Depending on the amount of acid used, a competitive 1,