33538-81-7

Usage

InChI:InChI=1/C11H16O3/c1-13-10-5-6-11(14-2)9(8-10)4-3-7-12/h5-6,8,12H,3-4,7H2,1-2H3

Upstream product

• 93-02-7 2,5-dimethoxybenzaldehyde 
• 15804-86-1 (2E)-ethyl 3-(2,5-dimethoxyphenyl)propenoate 
• 28689-10-3 methyl 2,5-dimethoxycinnamate 
• 33538-76-0 5-Methoxy-2-hydroxyhydrozimtalkohol 
• 77-78-1 dimethyl sulfate 
• 10538-51-9 2,5-dimethoxycinnamic acid 
• 20920-98-3 6-methoxy-3,4-dihydrocoumarin 

Downstream Products

• 73126-26-8 1-benzyl-6-methoxy-1,2,3,4-tetrahydroquinoline 
• 56966-37-1 3-(2,5-dimethoxyphenyl)propan-1-amine 
• 828271-79-0 2-(2,5-dimethoxybenzyl)acrylaldehyde 
• 72018-07-6 Toluene-4-sulfonic acid 3-(2,5-dimethoxy-phenyl)-propyl ester 
• 53138-44-6 1-(3-Bromopropyl)-2,5-dimethoxybenzene 
• 33538-88-4 3-(2',5'-dimethoxyphenyl)propanal 
• 72205-83-5 6,6,9-Trimethoxy-6,9-dihydrochroman 
• 72205-71-1 3-(2,2,5,5-Tetramethylcyclohexadienyl)propanol 

Relevant academic research and scientific papers

Nucleophilic Amination of Methoxy Arenes Promoted by a Sodium Hydride/Iodide Composite

A method for the nucleophilic amination of methoxy arenes was established by using sodium hydride (NaH) in the presence of lithium iodide (LiI). This method offers an efficient route to benzannulated nitrogen heterocycles. Mechanistic studies showed that the reaction proceeds through an unusual concerted nucleophilic aromatic substitution.

High pressure nucleophilic fluoride-ion substitution reactions: Formation of fluoroalkylbenzenes

A series of 1-phenyl-2-tosyloxy- and 1-phenyl-3-tosyloxyalkanes was synthesized and then subjected to tetrabutylammonium fluoride in THF under 15 kbar (1.5 GPa), 8 kbar or 1 bar pressures. The resultant substitution and elimination reaction product distributions were analyzed. The application of pressure enhanced the progress of the fluoride-ion substitution reactions. The degree of selectivity of the one reaction over the other was found to be a function of tosylate substrate structure and the amount of pressure applied. The exclusive formation of fluoroalkanes from 1-phenyl-2-tosyloxyalkane substrates under 15 kbar pressure demonstrated the potential of the pressure method for prospective use in fluorine-18 radiolabelling applications.

Serotonin receptor binding affinities of several hallucinogenic phenylalkylamine and N,N-dimethyltryptamine analogues

Hallucinogenic phenylalkylamine and N,N-dimethyltryptamine analogues are known to affect serotonergic systems both in vivo and in vitro. Using a rat stomach fundus model, the 5-HT receptor binding affinities of several of these analogues were determined a