Hydrochloric Acid → HCID 22903450, compound

Participants

Reaction Steps

A mixture (4.5 g) of (3RS,5RS,αRS)-7-chloro-5-(2-chlorophenyl)-1-isopropyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-glycolic acid ethyl ester and (3RS,5SR,αRS)-7-chloro-5-(2-chlorophenyl)-1-isopropyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-glycolic acid ethyl ester obtained in Example 2 was dissolved in ethanol (50 ml). To the solution was added 1N sodium hydroxide (30 ml), and mixture was stirred for 30 minutes at room temperature. To the resultant mixture was added 1N hydrochloric acid (100 ml) to make the solution acid, which was extracted with ethyl acetate (200 ml). The extract solution was washed with water, dried over anhydrous magnesium sulfate, then the solvent was distilled off under reduced pressure. The residue was crystallized from hexane-ethyl acetate to give a mixture (3.3 g) of (3RS,5RS,αRS)-7-chloro-5-(2-chlorophenyl)-1-isopropyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-glycolic acid and (3RS,5SR,αRS)-7-chloro-5-(2-chlorophenyl)-1-isopropyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-glycolic acid. This mixture was recrystallized twice from hexane-ethanol to give (3RS,5SR,αRS)-7-chloro-5-(2-chlorophenyl)-1-isopropyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-glycolic acid (0.94 g) as plates, m.p. 226°-230° C. (decomp.).

Provenance & Evidence