2-phenoxypropan-1-amine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-Phenoxypropylamine (4.6 g.) was added to a mixture of phenylacetyl chloride (4.6 g.) and anhydrous sodium carbonate (3.3 g.) in dry benzene (20 ml.); there was an exothermic reaction and effervescence. The mixture was heated to reflux for 1 hour, cooled, treated with water, and then shaken. The benzene layer was separated, dried over anhydrous sodium sulphate, filtered, and diluted with light petroleum (b.p. 60°-80°) to give pure N-(2-phenoxypropyl) phenylacetamide, m.p. 94°-96°. an exothermic reaction and effervescence The mixture was heated to reflux for 1 hour cooled The benzene layer was separated dried over anhydrous sodium sulphate filtered diluted with light petroleum (b.p. 60°-80°)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 2-phenoxypropionitrile (11.0 s.) in dry ether (50 ml.) was added dropwise to a stirred suspension of lithium aluminium hydride (3.8 g.) in dry ether (50 ml.). The mixture was then heated to reflux for 3 hours, cooled and treated cautiously (vigorous stirring) with water (3.8 ml.) then with 15% aqueous sodium hydroxide (3.8 ml.) and finally with water (11.4 ml.). The mixture was stirred for 20 minutes and filtered. The filtrate was dried over anhydrous potassium carbonate and evaporated. The residue was distilled under water-pump vacuum to give pure 2-phenoxypropylamine, b.p. 115°-116°/15 mm. The mixture was then heated to reflux for 3 hours cooled treated cautiously filtered The filtrate was dried over anhydrous potassium carbonate evaporated The residue was distilled under water-pump vacuum

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-Phenoxypropylamine (6.0 g.) was added to a suspension of phenylacetamidine p-toluenesulphonate (12.4 g.) in absolute ethanol (20 ml.). The mixture was heated to reflux for 4 hours by which time the initially vigorous evolution of ammonia had practically ceased. The resulting solution was cooled somewhat and diluted with ether to give an oil which rapidly crystallised on scratching. The solid was filtered and recrystallised from a mixture of ethanol and water to give N-(2-phenoxypropyl)phenylacetamidine p-toluenesulphonate, m.p. 127°-129°. The mixture was heated The resulting solution was cooled somewhat to give an oil which rapidly crystallised The solid was filtered recrystallised from a mixture of ethanol and water