Methyl iodide → HCID 20298878, compound

Participants

Reaction Steps

A solution of 0.01 mole of N-(10,11-dihydro-5H-dibenzo[a,d]-cyclohepten-5-yl)-4-pyridinamine in 100 milliliters of dry tetrahydrofuran is added at -10° C. to a solution of lithium diisopropylamide (prepared from 1.5 milliliters (0.01 mole) of diisopropylamine and butyl lithium in hexane (7.7 milliliters; 0.01 mole) at -20° C.) in 100 milliliters of tetrahydrofuran, in an atmosphere of nitrogen. The solution is stirred at room temperature for 30 minutes and then treated with 0.63 milliliters (0.01 mole) of methyl iodide and stirred at room temperature overnight. The solution is decomposed with 5 milliliters of water and evaporated and the residue is dissolved in propan-2-ol. Acidification with ethereal hydrogen chloride followed by careful addition of ether gives the title compound in hydrochloride form.

Provenance & Evidence