Lithium hydroxide, monohydrate → 2-(N-Boc-piperidine-4-yloxy)-4-(tert-butyl)benzoic acid

Participants

Reaction Steps

To a stirring solution of methyl 4-(tert-Butyl)-2-(1-Boc-piperidin-4-yloxy)-benzoate (12.9 g, 33 mmol) in p-dioxane (150 mL) was added a solution of LiOH hydrate (2.8 g, 66 mmol) in water (75 mL). The next morning, the solvent was removed in vacuo and the residue was diluted with water (200 mL) and washed with diethyl ether. The aqueous phase was then adjusted to pH 3 with citric acid and extracted twice with diethyl ether. The combined ether extracts were then washed twice with brine, dried with MgSO4, filtered and concentrated in vacuo to give 11.3 g (91%) of a white foam.

Provenance & Evidence