3245-25-8

Upstream product

• 88-18-6 2-tert-Butylphenol 
• 108-24-7 acetic anhydride 
• 7402-70-2 N-(2-tert-butylphenyl)acetamide 
• 951-14-4 acetic acid-(2-tert-butyl-N-nitroso-anilide) 
• 36359-98-5 ortho-tert-butylphenoxymagnesium bromide 
• 75-36-5 acetyl chloride 
• 463-51-4 Ketene 

Downstream Products

• 16928-01-1 1-(3-(tert-butyl)-4-hydroxyphenyl)ethan-1-one 
• 24242-55-5 2-Hydroxy-3-tert-butylacetophenone 

Relevant academic research and scientific papers

Polymer-supported gadolinium triflate as a convenient and efficient Lewis acid catalyst for acetylation of alcohols and phenols

A polymer-supported gadolinium triflate (CMPS-IM-Gd) catalyst was prepared from chloromethyl polystyrene (CMPS) resin using a simple and convenient procedure. This polymeric catalyst was used as an efficient Lewis acid catalyst for the acetylation of various alcohols and phenols with acetic anhydride, affording high yields under mild conditions. The reaction was completed in a short period of time with small amounts of the catalyst. The catalyst was reused over 10 times without any significant loss of its catalytic activity.

Conversion of N-aromatic amides to O-aromatic esters

(Matrix Presented) N-Aromatic secondary amides can be transformed into O-aromatic esters in high yield via N-nitrosamide intermediates. The amides can be generated in situ from the corresponding aromatic amines or nitro compounds, and phenols can easily be made from the esters. The reaction can be modified by addition of methyl methacrylate or toluene at 0 °C to give polymerization or deamination, respectively. The rearrangement mechanism may involve radical formation and recombination.

Ortho-Coordinated Acylation on Phenol Systems

The ortho-coordinated acylation of phenol salts reported in recent synthetic applications has been extensively investigated.The data obtained support the hypothesis that formation of an organized complex between the phenol salts and the acylating agents may strongly influence the reaction pathway, depending on the nature of the specific cation, phenol, and acyl chloride involved in the process.The structural factors which control the formation of the reacting complex 3 have been extensively investigated; the results obtained allow us to discuss the possibilities and limitations of this methodology in selective o-acylphenol synthesis.The present methodology is the procedure of choice for ortho-functionalization of phenols with electrophilic reagents such as phosgene, oxaloyl chlorides, polyunsaturated acid chlorides, phthalic dichlorides, and, in general, acid chlorides α-functionalized with an electron-withdrawing group.

METAL TEMPLATE ORTHO-ACYLATION OF PHENOLS; A NEW GENERAL APPROACH TO ANTHRACYCLINONES

Direct and mild synthesis of dihydroxyanthraquinones including 4-demethoxy-7-deoxydaunomycinone 8 from ortho-phthaloyl dichloride and hydroquinone derivatives is described.

Acetylation by Keten of Phenols supported on Solid Adsorbents

Even hindered phenols, when adsorbed on solids such as silica gel and alumina, add to keten without heating or sulphuric acid catalyst.