Sodium Hydroxide → HCID 22105438, compound

Participants

Reaction Steps

To a solution of rac-7-chloro-5-(2-chlorophenyl)-3-[[(1,1-dimethylethoxy)-carbonyl]methylamino]-2,3-dihydro-2-oxo-1H-1-benzazepine-1-acetic acid ethyl ester (1.50 g, 2.89 mmole) in 11 mL of dioxane was added 1.0N aqueous sodium hydroxide solution (4.2 mL, 4.2 mmole). After stirring for 3 hours at ambient temperature, the solution was concentrated under high vacuum. The residue was dissolved in 40 mL of water and acidified to pH 3 with 1N HCl. A thick precipitate formed which was extracted into 100 mL of ethyl acetate. The organic phase was removed, washed with brine, dried (sodium sulfate) and concentrated. The crude product was crystallized from ether-petroleum ether yielding 1.24 g (87%) of white solid. IR (KBr) 1739, 1697 cm-1. Mass spec (FAB+, m/z 491). (Found: C, 58.90; H, 5.10; N, 5.40; Cl, 14.13. Calc for C4H24N2O5Cl2 : C, 58.67; H, 4.92; N, 5.70; Cl, 14.43).

Provenance & Evidence