The synthesis of some substituted phenols using Grignard reagents were reported and the protection and the deprotection of phenolic hydroxy group were also investigated. Me and benzyl groups were used for the protection of phenols, and the reported methods of deprotection by BBr3, Me3SiI or AlCl3-EtSH were evaluated. Two new systems, AlCl3-EtSH-NaI and AlI3-EtSH, for the cleavage of there ether linkages under milder conditions were developed and a no. of protected phenolic ethers were cleaved readily at 0?or room temperature The experimental results were in accordance with HSAB theory.

Key words: PHENOL P, METHYL GROUP, FLAVONOID, CONSERVATION, GLYCOSIDE, BENZYL GROUP, PUERARIA LOBATA, ACID-BASE EQUILIBRIUM, GRIGNARD REAGENT