193630-25-0Relevant articles and documents
3,3-Diarylphthalides. Part I. Friedlaender reaction of 3′-alkylphenolphthaleins
Ruminski
, p. 908 - 914 (2007/10/03)
Friedlaender reaction was investigated, starting from 3′-alkyl-derivatives of phenolphthalein 1-3 (alkyl = Me, Et and i-Pr) and hydroxylamine in strongly alkaline medium. The process was found to give, after acidic hydrolysis of primarily formed anil-type semi-products, a mixture of two 2-aroylbenzoic acids (2-ABAs) in each case. Identification and quantification of 2-ABAs were carried out within RP-HPLC on ODS column. Based on quantitative results, migratory aptitude (MA) parameter values of ionized 4-hydroxy-3-alkylphenyl nuclei were calculated, taking an unsubstituted ionized 4-hydroxyphenyl ring as a standard.