Abstract
Treatment of 2,6-di-tert-butyl-4-methylphenyl 2-methoxybenzoate (5) with 4-methylphenylmagnesium bromide (6) in diethyl ether-benzene affords the 4'-methylbiphenyl-2-carboxylate (7) in excellent yield via an ester-assisted nucleophilic aromatic substitution (S(N)Ar) reaction. Carboxylate 7 is in turn readily and quantitatively saponified to 4'-methylbiphenyl-2-carboxylic acid (2a) via transesterification by treatment with sodium methoxide in toluene-1-methyl-2-pyrrolidone followed by aqueous hydrolysis.
| Original language | English |
|---|---|
| Pages (from-to) | 41-43 |
| Number of pages | 3 |
| Journal | Synthesis |
| Issue number | 1 |
| DOIs | |
| Publication status | Published - 1995 |