16762-04-2

Usage

Preparation

Obtained by Fries rearrangement of p-methoxyphenyl p-anisate with titanium tetrachloride without solvent at 120° for 1 h (20–35% yields).

Upstream product

• 80427-23-2 (2,5-dimethoxyphenyl)(4-methoxyphenyl)methanone 
• 150-76-5 4-methoxy-phenol 
• 100-09-4 4-methoxybenzoic acid 
• 120506-56-1 (2,5-dihydroxyphenyl)(4-hydroxyphenyl)methanone 
• 74-88-4 methyl iodide 
• 150-78-7 1,4-dimethoxybezene 
• 100-07-2 4-methoxy-benzoyl chloride 
• 60127-34-6 4-methoxyphenyl 4-methoxybenzoate 

Downstream Products

• 620971-29-1 (3-bromo-2-hydroxy-5-methoxyphenyl)(4-methoxyphenyl)-methanone 
• 1393708-83-2 2-(4-methoxybenzoyloxy)-4',5-dimethoxybenzophenone 

Relevant academic research and scientific papers

Preparation of benzoyloxy benzophenone derivatives and their inhibitory effects of ICAM-1 expression

Benzoyloxy benzophenone derivatives were prepared in 3 steps including DCC coupling, Fries rearrangement and esterification from benzoic acids in 24-89% total yields. Among the prepared 12 benzophenone analogues 1a-1l, the compound 1b having three chloro groups at the para position showed maximum inhibitory effects of ICAM-1 expression but, 1a which have no substituents at all showed no inhibitory activity. This study provides the evidences that benzoyloxy benzophenone derivative, 1b may exert its anti-inflammatory activity by suppressing IFN-γ-induced ICAM-1 expression.

Phenyl benzisoxazoles as estrogenic agents

This invention provides estrogen receptor modulators of formula I, having the structure wherein, R1, R2, and R3 are as defined in the specification, or a pharmaceutically acceptable salt thereof.

BeCl2 as a new highly selective reagent for dealkylation of aryl-methyl ethers

An efficient and simple method is introduced for the selective removal of methyl group from poly aryl-methyl ethers, in some important derivatives of benzophenones, xanthones, anthraquinones, aryl esters, benzamides and nitroanisoles with BeCl2.

Studies on the Friedel-Crafts Reaction. XVI, Preparation of Isomeric 2-Acyl- and 3-Acyl-4-methoxy Phenols

Acylation of 4-methoxy phenol according to Friedel and Crafts, as well as the rearrangement of its esters according to Fries lead always to 2-acyl-4-methoxy phenols or to their demethylated compounds.The unknown 3-acyl-4-methoxyphenols were prepared in two steps: First, the ester is acylated with the corresponding acyl chloride and SnCl4 in nitromethane.In the second step the resulting ketoesters are hydrolysed.This is a general method.The yields of meta-acylphenols are between 40 and 90percent.The isomeric 2-acyl-4-methoxyphenols which were partly unknown or accessible only in low yields have also been prepared for comparative spectral studies (UV, IR, NMR, MS) of ortho- and meta-acylphenols. - Keywords: Friedel-Crafts acylation; Fries rearrangement; Ketoesters; Spectral data