Sodium Hydroxide → HCID 22914783, compound

Participants

Reaction Steps

A mixture of 8-chloro-11-(1,2,6-trimethyl-4-piperidinyl)-6,11-dihydro-5H-benzo[5,6]-cyclohepta[1,2-b]pyridin-11-ol (5.0 g, 14.1 mmol) in 85% H2SO4 (100 mL) was heated in an oil bath (60°-65° C.) for 3 hours. The reaction was cooled and diluted with water followed by basification with 25% aq. NaOH solution. The crude product was extracted with CH2Cl2, washed with brine, dried (Na2SO4), filtered and solvent removed. Purification and separation of the E and Z isomers via chromatography (2%→5% MeOH saturated with NH3 in CH2Cl2) gave the title compound (300 mg, 6%).

Provenance & Evidence