Sodium Hydroxide → 3-(Trityloxy)propanoic acid

Participants

Reaction Steps

A solution of tert-butyl 3-(trityloxy)propanoate (3.5 g, 9.01 mmol) and 6M NaOH (3.00 ml, 18.02 mmol) in ethanol was heated to reflux for 3 hours. After cooling the solvent was removed under vacuum and the residue was partitioned between DCM and aqueous 3% citric acid. The organic layer was washed with brine dried over Na2SO4. The solvent was evaporated and the crude was triturated with iPr2O and filtered affording 3-(trityloxy)propanoic acid (2.3 g, 6.92 mmol, 77% yield).

Provenance & Evidence