Ammonia → HCID 70607891, compound

Participants

Reaction Steps

A solution of 14.6 g (66.6 mmol) of trans-3-[3-(diethylamino)propyl]-1,2,3,4-tetrahydro-2-naphthalenol in 125 ml of ether is added to 1 liter of NH3 (liquid). To this stirred solution is added 10 g of Li in pieces over 10 minutes. When the addition is complete, the reaction mixture is stirred for 30 minutes, after which time absolute EtOH (~ 150 ml) is added dropwise until the blue color is discharged. The NH3 is then allowed to evaporate, the residue is diluted with water, and this thoroughly extracted with ether. The combined ether extracts are washed with saturated aqueous NaCl, dried, and concentrated in vacuo to 13.4 g (92%) of the title compound as an oil.

Provenance & Evidence