Lithium Hydroxide → HCID 18689654, compound

Participants

Reaction Steps

The 2-benzhydryloxycarbamoyl-1-(4-methoxy-benzenesulfonyl)-2,3,4,7-tetrahydro-1H-azepine-3-carboxylic acid benzyl ester (430 mg, 0.69 mmoL) was dissolved in a THF:H2O (1:1, 10 mL) mixture and was then treated with LiOH (35 mg, 0.82 mmoL). This solution was stirred overnight at ambient temperature. The THF was removed in vacuo and the resulting mixture was acidified with 2 M aqueous citric acid. The product was extracted into diethyl ether, dried (Na2SO4) and concentrated. The residue was purified by flash chromatography (silica, 10% methanol in chloroform) to give 7-benzhydryloxy-1-(4-methoxybenzenesulfonyl)-2,5,5a,8a-tetrahydro-1H-pyrrolo[3,4-b]azepine-6,8-dione; MS: (M+H)+ 519.

Provenance & Evidence