Lithium hydroxide, monohydrate → HCID 67517700, compound

Participants

Reaction Steps

To a solution of tert-butyl 4-{[7-(methoxycarbonyl)-2,3-dihydro-1-benzofuran-3-yl]methyl}piperazine-1-carboxylate (250 mg, 0.66 mmol) in 20 mL of MeOH/THF/H2O (2/2/1) was added LiOH.H2O (139 mg, 3.32 mmol), and the mixture was stirred at ambient temperature overnight. The solvents were removed under vacuum, and the residue was added 30 mL of water and extracted with ether. The aqueous layer was then acidified with 4 N HCl to pH=7 in ice bath, and extracted with EtOAc. The combined organic phase was washed with brine, dried over anhydrous sodium sulfate and concentrated. The residue was re-crystallized from DCM to give 3-{[4-(tert-butoxycarbonyl)piperazin-1-yl]methyl}-2,3-dihydro-1-benzofuran-7-carboxylic acid.

Provenance & Evidence