Hi Ramdas,

The required easy method has been published in Tetrahedron Letters 44:733–735, 2003, by Young Hoon Junga et al. Article title is “Deprotection of benzyl and p-methoxybenzyl ethers by chlorosulfonyl isocyanate–sodium hydroxide”.  Authors revealed a —CSI–NaOH procedure, which provides a new and mild methodology for the deprotection of benzyl group without affecting the other functional groups under similar reaction conditions. They reported about the extension of chlorosulfonyl isocyanate (CSI) under new reaction condition to the cleavage of various benzyl protecting groups of alcohols and phenols in the presence of other functional groups. In a nutshell, they have developed a new and mild methodology for the deprotection of benzyl without affecting the other functional groups using CSI–NaOH reaction conditions. Authors mentioned that the use of the CSI–NaOH procedure for cleavage of benzyl in the presence of other various functional groups is in progress.

Best wishes,

Ilya

generally by base to hydrolyse the benzoate ester. E.g. NaOMe in MeOH, NaOH or KOH or LiOH in MeOH/H2O.

LiAlH4 will also work but will reduce a lot of other FG as well

Thank you Eugene Yang

According to the data of Young Hoon Junga (2003), the above assumptions from Eugene Yang are wrong and misleading 

The OP is asking for benzoyl deprotection not benzyl. The former is an ester, the latter is an ether.

Are we dealing with benzoyl-esters, -amides or -thioesters ?

What is an easy method for the deprotection of Benzoyl group?

Aminolysis(Triethylamine /isobutyl amine in methanol) can be the better option provided your other groups are stable to basic conditions(orthogonal protection)

Nivedita Patil Thank you