Ammonia → HCID 54552279, compound

Participants

Reaction Steps

To a mechanically stirred solution of the above amine (30) (24 g) in dry THF (200 mL) and t-butanol (12 g) was condensed via a cold finger ammonia (800 mL). Lithium wire (3.1 g) was next added piece-wise over 15 min and the now dark blue reaction stirred for 1 h. Ethanol was then dripped into the reaction very slowly over 1 h until the reaction turned blue. The reaction was then allowed to warm to room temperature, with external warming, to allow the ammonia to evaporate. The remaining mixture was taken up in ethyl ether, washed with H2O, dried over Na2SO4 and evaporated to yield the titled product (31): GC RT 5.63 min (HP 530 mμ×20 m methylsilicone colunm, He carrier flow rate 20 mL/min, 100° C. isothermal).

Provenance & Evidence