Sodium Hydroxide → HCID 23043611, compound

Participants

Reaction Steps

LAH (0.25 g, 6.5 mmole) is added to dry THF (20 ml) under an inert atmosphere, then cooled to ~4° C. (ice/water bath). N-formyl-4-[2-(3,4-dibenzyloxyphenyl)ethyl]benzeneamine (2.9 g, 6.5 mmole) is dissolved in dry THF (20 ml) and added via cannula dropwise to the LAH/THF suspension. The reaction is stirred for 20 hours at ambient temperature under an inert atmosphere. Water (0.25 ml) followed by 15% NaOH (0.25 ml) and finally water (0.75 ml) is added to the reaction mixture. The mixture is filtered, diluted with 0.5 volume of ether, and the organics are washed with brine and then dried (Na2SO4). Concentration affords 1.9 g (70% g) of N-methyl-4-[2-(3,4-dibenzyloxyphenyl)ethyl]benzeneamine, mp 61°-65° C., of sufficient purity for further use.

Provenance & Evidence