[Optimist]

My starting material having three Methyl ester and isonitrile group. I want to deprotect methyl ester using IM LiOH in methanol. But I have seen in the literature that deprotection of methyl ester using LiOH required longer reaction time (3days). Also, during workup it must be quenched with dilute acid or NH4Cl to get required acid but I want to avoid acidic workup due instability of isonitrile group in acidic condition.

1M NaOH in Methanol are also used for the deprotection of methyl ester. As, NaOH is stronger base compared to LiOH. Does using NaOH will significantly reduce the reaction time and how can I do the work up in case of NaOH?

[phth]

KCl in DMSO: SN2 deprotection i would try; driven by gas leaving (MeCl(g)).  Do you have a copy of Theodore Green's book on protectingg/deprotecting procedures?