Sodium Hydroxide → [3,5-Bis(benzyloxy)phenyl]acetic acid

Participants

Reaction Steps

To a solution of ethyl 3,5-dibenzyloxyphenylacetate (4.1 g, 10.9 mmol) in 50 ml of EtOH is added 21 ml (6 eq) of 1N NaOH. The reaction is stirred at room temperature for 2 hours at which time it is extracted with Et2O and H2O. The H2O layer is acidified to pH~1 using 1N HCl and extracted with Et2O. The organics are dried (MgSO4) and concentrated in vacuo to obtain 3,5-dibenzyloxyphenylacetic acid which is confirmed by NMR and used directly in the next step.

Provenance & Evidence