Hydrochloric Acid → HCID 54324197, compound

Participants

Reaction Conditions

Reaction Steps

To dry tetrahydrofuran (5 ml) was added isopropylamine (0.25 ml), and the mixture was cooled to -15° C. to which was added a 1.58M hexane solution of n-butyl lithium (1.14 ml), and the mixture was stirred for 45 minutes at -15° C. To the reaction mixture was added 7-chloro-5-(2-chlorophenyl)-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one (0.5 g) dissolved in tetrahydrofuran (5 ml), which was stirred for 15 minutes at 0° C. The reaction mixture was cooled to -78° C., to which was added iodoacetic acid ethyl ester (0.25 ml). The mixture was stirred for 15 minutes at -78° C., then for one hour at 0° C. To the reaction mixture was added 1N hydrochloric acid (50 ml), which was extracted with acetic acid ethyl ester. The acetic acid ethyl ester layer was washed with a saturated aqueous solution of hydrogencarbonate, followed by drying over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified by means of a silica-gel column chromatography to give 0.1 g of an oily compound.

Provenance & Evidence