3-(methylamino)-1-phenylprop-2-en-1-one

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

Procedure: In brief, exemplary methods include sodium borohydride (800 mg, 21.0 mmol) added in portions to a vigorously stirred solution of 3-methylamino-1-phenyl-2-propen-1-one (600 mg, 3.7 mmol) in glacial acetic acid (15 ml) over a period of 30 minutes at 5 to 10° C. The reaction mixture was stirred for another 30 minutes at the same temperature, and then for 3 hours at room temperature. Work up was done using 4 M aqueous sodium hydroxide (60 ml) that was added dropwise under cooling (water/ice bath). The resulting mixture was extracted with ethyl acetate (3 times 70 ml), washed with water (50 ml), and dried (Na2SO4). Evaporation of the solvent under reduced pressure gave 470 mg (77%) of 3-methylamino-1-phenyl-1-propanol as yellow oil. for 3 hours at room temperature was added dropwise The resulting mixture was extracted with ethyl acetate (3 times 70 ml) washed with water (50 ml) dried (Na2SO4) Evaporation of the solvent under reduced pressure

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

Procedure: In certain embodiments, a 3-methylamino-1-phenyl-1-propanol compound prepared by the method comprising: a) claisen condensation of acetophenone with ethyl formate leading to benzoylacetaldehyde sodium salt; b) condensation of the crude benzoylacetaldehyde sodium salt with an methylamine hydrochloride producing 1-phenyl-3-methylamino-2-propen-1-one; and c) converting 1-phenyl-3-methylamino-2-propen-1-one into 3-methylamino-1-phenyl-1-propanol by reacting 1-phenyl-3-methylamino-2-propen-1-one with sodium borohydride and acetic acid. Converting 1-phenyl-3-methylamino-2-propen-1-one into 3-methylamino-1-phenyl-1-propanol using sodium borohydride and acetic acid may comprise adding approximately 21 mmol of sodium borohydride to a solution comprising approximately 3.7 mmol of 3-methylamino-1-phenyl-2-propen-1-one in a glacial acetic acid solution producing a 3-methylamino-1-phenyl-1-propanol solution. The adding of sodium borohydride may be performed at about 1, 2, 3, 4, 5 to 10, 11, 12, 13, 14, 15° C. or more. The methods may further comprise adding approximately 240 mmol sodium hydroxide to the 3-methylamino-1-phenyl-1-propanol solution. The 3-methylamino-1-phenyl-1-propanol solution may be extracted with an ethyl acetate solution or another appropriate liquid or solution. The method may further comprise evaporating the solvent of the 3-methylamino-1-phenyl-1-propanol solution.