21165-40-2

Usage

Synthesis Key Intermediate

Due to its methyl ketone functional group, 1-METHOXY-1-(4-METHOXY-PHENYL)-PROPAN-2-ONE is a key intermediate in the synthesis of pharmaceuticals and other organic compounds, making it versatile for various chemical reactions.

Industrial and Scientific Applications

The compound has diverse applications in both the industrial and scientific fields, making it an important compound in the field of organic chemistry.

InChI:InChI=1/C11H14O3/c1-8(12)11(14-3)9-4-6-10(13-2)7-5-9/h4-7,11H,1-3H3

Upstream product

• 67-56-1 methanol 
• 122-84-9 4-methoxybenzyl methyl ketone 
• 123-11-5 4-methoxy-benzaldehyde 
• 19115-30-1 1-(4-methoxyphenyl)-2-propyn-1-ol 
• 83022-34-8 2-Hydroxy-4'-methoxypropiophenone dimethylacetal 

Relevant academic research and scientific papers

Gold- and silver-catalyzed reactions of propargylic alcohols in the presence of protic additives

A wide range of primary, secondary and tertiary propargylic alcohols undergo a Meyer-Schuster rearrangement to give enones at room temperature in the presence of a gold(I) catalyst and small quantities of MeOH or 4-methoxyphenylboronic acid. The syntheses of the enone natural products isoegomaketone and daphenone were achieved using this reaction as the key step. The rearrangement of primary propargylic alcohols can readily be combined in a one-pot procedure with the addition of a nucleophile to the resulting terminal enone, to give β-aryl, β-alkoxy, β-amino or β-sulfido ketones. Propargylic alcohols bearing an adjacent electron-rich aryl group can also undergo silver-catalyzed substitution of the alcohol with oxygen, nitrogen and carbon nucleophiles. This latter reaction was initially observed with a batch of gold catalyst that was probably contaminated with small quantities of silver salt.

Effect of water on the functionalization of substituted anisoles with iodine in the presence of F-TEDA-BF4 or hydrogen peroxide

Water was found to be a convenient reaction medium for functionalization of substituted anisoles using iodine in the presence of Selectfluor F-TEDA-BF 4 or hydrogen peroxide as mediators and oxidizers. Two types of functionalization were observ

α-Umpolung of Ketones via Enol Cation Radicals. Mechanistic and Synthetic Aspects

The novel α-Umpolung of ketones via intermediate enol cation radicals has been explored mechanistically and tested for different nucleophiles that are compatible to the oxidative conditions.The rate of the reaction was determined indicating that enolizati

A UNIQUE 1,2-SHIFT SELECTIVITY IN 2-HYDROXYPROPIOPHENONE DIMETHYLACETALS: GENERATION OF NEW METHODOLOGIES FOR METHYL-2-ARYLPROPANOATES AND 1,2-CARBONYL TRANSPOSITION

α-Hydroxydimethylacetals I have been shown to undergo two different rearrangements involving highly selective 1,2-shifts under mild conditions.When treated with Ph3P/CCl4 in the presence of pyridine, I were cleanly transformed via 1,2-aryl shifts into methyl 2-arylpropanoates, an important class of antiinflammatory agents; a pronounced substituent effect has been observed in this rearrangement. On the other hand, treatment of I with catalytic amount of Ph3P/I2 in benzene furnished α-methoxy-α-aryl propan-2-ones in excellent yields and culminated in the development of a new methodology for 1,2-carbonyl transposition.