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ChemicalBook CAS DataBase List 2-(4-AMINOMETHYL-PIPERIDIN-1-YL)-ETHANOL

2-(4-AMINOMETHYL-PIPERIDIN-1-YL)-ETHANOL synthesis

4synthesis methods
21168-73-0 Synthesis
1-(2-Hydroxyethyl)piperidine-4-carbonitrile

21168-73-0
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Yield:21168-72-9 47%

Reaction Conditions:

with dimethylsulfide borane complex in tetrahydrofuran at 0; for 2 h;

Steps:

1.27

To the solution of compound 1-(2-hydroxyethyl)piperidine-4-carbonitrile (300 mg, 2 mmol) in dry THF (5 mL) at 0° C., BH3.SMe2 (220 mg, 2.4 mmol) was added dropwise. The mixture was stirred at 0° C. for 2 hrs. Water was added then K2CO3. The mixture was filtered and concentrated to give compound 2-(4-(aminomethyl)piperidin-1-yl)ethanol (150 mg, 47%). (0520) 1H-NMR (CDCl3/400 MHz): δ 3.61-3.70 (m, 1H), 3.59 (t, J=5.6 Hz, 2H), 2.91 (d, J=11.6 Hz, 2H), 2.57 (d, J=6.4 Hz, 2H), 2.50 (t, J=5.6 Hz, 2H), 1.97-2.10 (m, 2H), 1.63-1.70 (m, 2H), 1.15-1.35 (m, 2H).

References:

US9416132,2016,B2 Location in patent:Page/Page column 143; 144

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