4488-58-8Relevant academic research and scientific papers
Alkylation of phenol by β-pinene in the presence of aluminum phenolate
Chukicheva,Shumova,Kuchin
experimental part, p. 43 - 46 (2012/07/17)
The alkylation of phenol by β-pinene using Al(OPh)3 as a catalyst was studied. It was found that the composition of the products depended on the ratio of starting materials. The principal products were chromane-type ethers with an equimolar ratio of starting materials and an excess of phenol. ortho-Alkylated phenol and an ether with a terpene substituent of bornyl structure were formed with a two-fold excess of β-pinene.
Tandem molecular rearrangement in the alkylation of phenol with camphene
Chukicheva,Spirikhin,Kuchin
, p. 62 - 66 (2008/12/21)
The alkylation of phenol with camphene in the presence of boron trifluoride in glacial acetic acid was accompanied by tandem molecular rearrangement with formation of a mixture of ortho- and para-substituted phenols having 1,7,7-trimethylbicyclo[2.2.1]hept-exo-2-yl and 5,5,6-trimethylbicyclo[2.2.1] hept-exo-2-yl substituents. The same products were obtained by rearrangement of 1,7,7-trimethylbicyclo[2.2.1]hept-exo-2-yloxybenzene under analogous conditions. Similar reactions performed in the presence of aluminum phenoxide as catalyst resulted in predominant formation of the corresponding ortho-substituted phenols.
