Water → HCID 20491807, compound

Participants

Reaction Steps

Methyllithium, 35 ml. of a 1.6 M solution in ether, was added dropwise to a stirred solution of the product from Step C (18 g., 0.047 mole) in ether (200 ml) and tetrahydrofuran (60 ml) cooled in an ice bath and under nitrogen. Stirring was continued at room temperature for 3 hours. The mixture was cooled in ice and hydrolyzed by the dropwise addition of water. After dilution with ether and water, the layers were separated and the aqueous phase was re-extracted with ether. The combined ether extracts were washed with water, dried over anhydrous sodium sulfate and evaporated. The mixture of 3-bromo-5-methyl-10-(4-methylpiperazinyl)-5H-dibenzo[a,d]cyclohepten-5-ol and 3-bromo-5-methyl-11-(4-methylpiperazinyl)-5H-dibenzo[a,d]cyclohepten-5-ol was obtained as a residual dark yellow glass; yield, 18 g, (96%).

Provenance & Evidence