Potassium Carbonate → HCID 15093150, compound

Participants

Reaction Steps

A mixture of 1.3 g (0.003 mol) of (+)-cis-6-(acetyloxy)-6,7-dihydro-7-(4-methoxyphenyl)-4[2-(dimethylamino)ethyl]-3-phenyl-1,4-thiazepin-5(4H)-one and 30 mL 0.5 M potassium carbonate in 45 mL ethanol was stirred at room temperature for one hour. The solvent was removed under reduced pressure and the residue was partitioned between water and ethyl acetate. The ethyl acetate solution was washed with brine and dried (MgSO4). Removal of the solvent gave the crude base, which after recrystallization from ether afforded 1.1 g (94%) of (+)-cis-6,7-dihydro-6-hydroxy-7-(4-methoxyphenyl)-4-[2 -(dimethylamino)ethyl]-3-phenyl-1,4-thiazepin-5(4H)-one, mp 110°-112°, [α]25 +122.72° (C 1.01, MeOH).

Provenance & Evidence