[(1R)-1-(Dimethylamino)ethyl]ferrocene

Brown liquid

Step three, of the second step 0.63g (2.74mmol) (R) - 1-ferrocene base ethyl alcohol soluble in 0.32g triethylamine (Et To a solution of 1-(dimethylamino)ethyl ferrocene (12.7 g, 0.05 mol) in 25 mL of methanol a solution of L-tartaric acid (8.7 g, 0.05 mol) in 25 mL of methanol was added at 55 °. The resulting mixture was allowed to slowly cool down to room temperature during 12 h. The precipitated crystals of one of the enantiomers were filtered and twice recrystallized from methanol. The resulting salt was dissolved in water, then aqueous KOH solution was added, and the oily mass was extracted with diethyl ether. After evaporation of the solvent, (S)-1-(-)-(dimethylamino)ethylferrocene was obtained, yield 4.3 g (67percent), [α]Weigh IIIa (44.0 g, 132.0 mmol) in a 1000 mL round bottom flask, Add 300.0mL methanol dissolved, weighed Pd / C (8.8 g, wpercent = 10percent), Added to the reaction flask with stirring, Hydrogen environment heated to 50 , 16h after the reaction was completed. The reaction solution was cooled to room temperature, Aqueous formaldehyde (70.5 mL, 868.1 mmol, 37percent) was taken, Added to the reaction flask with stirring, Hydrogen environment heated to 50 , 20h after the reaction is completed, The reaction solution was cooled to room temperature, Pd / C was removed by filtration and removed by rotary evaporation Methanol, the residue was extracted with ethyl acetate, Drying, rotary evaporation to remove ethyl acetate, 32.4 g of the target compound Ia were obtained in a yield of 95.3percent as a yellow oil. Mass spectral analysis MALDI-TOF-MS m / z: 257 (M +).Weigh IIIa (25.0 g, 72.0 mmol) in a 250 mL round bottom flask, Dissolved with 125.0 mL of acetic anhydride, Heat to 65 ° C. 16h reaction is completed, Acetic anhydride was removed by rotary evaporation, The residue was dissolved with 140.0 mL of methanol, Dimethylamine aqueous solution (24.4 g, 216.0 mmol, 40percent) was weighed out, Add dropwise to the reaction flask with stirring. 16h after the reaction is completed, After the reaction solution was removed by rotary evaporation of MeOH, The residue was diluted with 400.0 mL of ethyl acetate, Washed with water again, dried, evaporated to remove ethyl acetate, 16.1 g of the target compound Ia were obtained in a yield of 87.0percent as a yellow oil. Mass spectral analysis MALDI-TOF-MS m / z: 257 (M +).