1806-32-2

Upstream product

• 100-42-5 styrene 
• 98-54-4 para-tert-butylphenol 
• 98-85-1 1-Phenylethanol 

Downstream Products

• 1009103-98-3 5-tert-butyl-2-hydroxy-3-(1-phenylethyl)benzaldehyde 
• 1582788-03-1 4-tert-butyl-2-{[4-(pent-4-enyloxy)phenylimino]methyl}-6-(1-phenylethyl)phenol 
• 1582788-16-6 bis[4-tert-butyl-2-{[4-(pent-4-enyloxy)phenylimino]methyl}-6-(1-phenylethyl)phenoxy]titanium(IV) dichloride 

Relevant academic research and scientific papers

Preparation method of 4-tert-butyl-2([alpha]-methylbenzyl)phenol

The invention discloses a preparation method of 4-tert-butyl-2([alpha]-methylbenzyl)phenol. The preparation method comprises the following steps: step A, washing resin with water, adding the resin into a beaker containing 1%-8% of an acidic solution in a ratio of 300g: 1L, stirring and acidifying for 26 hours, filtering to obtain resin, washing the resin with water to be neutral, repeating for 35times, and drying the obtained resin in a constant-temperature drying oven at the temperature of less than or equal to 60 DEG C to obtain dried resin; and storing the dried resin by using a dryer. According to the preparation method of the 4-tert-butyl-2([alpha]-methylbenzyl)phenol, resin is adopted as a catalyst, the resin is easily separated from reactants, and complex post-treatment is not needed; the catalytic effect is good, the catalytic selectivity is high, the resin can be repeatedly used, and continuation is easy to realize; equipment is not corroded, and the requirement for equipmentmaterials is not high; little waste is generated in the reaction process, and waste treatment is simplified; and meanwhile, the method has the advantages of low energy consumption, simple operation,environmental protection and the like.

Phosphorous acid-catalyzed alkylation of phenols with alkenes

A H3PO3-catalyzed alkylation of phenols with alkenes is achieved in a facile, efficient, and selective manner. The reaction shows a unique selectivity, i.e., excellent regioselectivity, thorough suppression of overalkylation, without alkylation of a simple phenyl ring, and can selectively provide ortho-, meta-, or para-alkylated phenol derivatives in good to excellent yields. This feature along with mild reaction conditions, sensitive functional group tolerance, and scale-up synthesis and late modification of phenolic bioactive compounds make it an ideal and practical alternative for the modification of phenols.

Preparation method of alkylphenol compounds

The invention provides a method for preparing alkylphenol compounds from phenol compounds and olefin. The method has the characteristics of cheap and easily available raw materials, simple reaction system, simplicity in reaction operation, wide substrate range, compatibility with groups such as CHO and COOH, and excellent regioselectivity, generates no overalkylation products due to only alkylation of phenol and no influence on common aryl groups, and can be used for modifying drug intermediates. The method mainly solves the problems of harsh conditions such as use of a strong Lewis catalyst,poor functional group compatibility, poor selectivity, need of prefabrication of a catalyst material and the like in other methods, and H3PO3 plays a dual role in the same system, can promote alkene to generate carbocations, and also can inhibit isomerization of phenol.

A simple Lewis acid induced reaction of phenols with electrophiles: Synthesis of functionalized 4H-chromenes and ortho-benzylphenols

Lewis acid ZnCl2 promoted cyclization protocol to 4H-chromenes is accomplished, using readily available phenols and acetophenones as starting materials. Interestingly, the process is feasible under the solvent free environment. Synthesis of a variety of 4H-chromenes have been accomplished using this strategy. In addition, this concept is extended to the synthesis of ortho-benzylphenols by treating phenols either with styrenes or secondary benzylic alcohols.

HBF4- and AgBF4-Catalyzed ortho-Alkylation of Diarylamines and Phenols

A silver-tetrafluoroborate- or HBF4-catalyzed ortho-alkylation reaction of phenols and diarylamines with styrenes has been explored. A broad substrate scope is presented as well as mechanistic experiments and discussion.

Preparation of 4-tert-butyl-2 - (α-methyl benzyl) phenol

The invention discloses a preparation method of a rubidium/cesium extractant 4-tert-butyl-2-(alpha-methylbenzyl)phenol (t-BAMBP), which comprises the following step: carrying out Friedel-Crafts reaction on raw materials 4-bert-butyl phenol and styrene by using phosphoric acid and acid anhydride as a catalyst to synthesize the 4-tert-butyl-2-(alpha-methylbenzyl)phenol in a simple high-yield mode. The method is characterized in preparation of the catalyst; the phosphoric acid and acid anhydride firstly react under certain conditions to obtain a mixed acid catalyst, and the 4-bert-butyl phenol and styrene are added to react to finally obtain the 4-tert-butyl-2-(alpha-methylbenzyl)phenol at high yield. The product yield of the method can reach 71%, and the product purity is greater than 95%; and the method has the advantages of simple and accessible raw materials, simple synthesis technique, higher product quality and lower production cost.

3D Nanoporous FeAl-KIT-5 with a cage type pore structure: A highly efficient and stable catalyst for hydroarylation of styrene and arylacetylenes

A novel bimetallic nanoporous FeAl-KIT-5 catalyst with a cage type porous structure and a high surface area has been prepared for the hydroarylation of styrene and arylacetylenes to afford 1,1-diarylalkanes and 1,1-diarylalkenes, respectively. The catalyst was found to be highly active, and selective, affording a high yield of substituted alkanes and alkenes. The catalyst also showed much higher activity as compared to those of other nanoporous catalysts such as AlSBA-15, AlKIT-5, and FeKIT-5, and can be reused several times without much loss of its activity.

Microwave-accelerated alkylation of arenes/heteroarenes with benzylic alcohols using antimony(III) chloride as catalyst: Synthesis of O-heterocycles

An efficient protocol for alkylation of electron-rich arenes/heteroarenes with benzylic alcohols under microwave irradiation using antimony(III) chloride as catalyst has been developed. The mild reaction conditions, high yields, operational simplicity, and applicability to various substrates render the approach a useful route for the synthesis of diaryl/triarylalkane. In addition, a new route for the conversion of ortho-alkenylated phenols into functionalized O-heterocycles has been accomplished. Georg Thieme Verlag Stuttgart ? New York.

Synthesis of salicylaldehydes bearing bulky substituents in the positions 3 and 5

Reaction of 2,4-disubstituted phenols with paraformaldehyde in the presence of SnCl4 and 2,6-lutidine afforded a number of new salicylaldehydes, containing bulky substituents (tert-butyl, 1-phenylethyl, 1-(4-tert- butylphenyl)ethyl, α-cumyl, and trityl) in the positions 3 and 5.

REACTIVITY OF 2,4- AND 2,6-DIALKYLPHENOLS DURING SUBSTITUTION BY WEAK ELECTROPHILIC AGENTS

The 2,4- and 2,6-dialkylphenols have different reactivities during substitution by weak electrophiles. 2,4-Dialkylphenols enter readily into acid-catalyzed alkylation and condensation with aldehydes, and their reactivity is practically independent of the structure of the alkyl substituents. 2,6-Dialkylphenols have significantly lower reactivity in these reactions, while sterically hindered 2,6-dialkylphenols hardly react at all with alkenes and aldehydes under the conditions of acid catalysis.This is evidently due to weakening of the interaction between the hydroxyl group and the aromatic ring in the conjugation mechanism.