ChemicalBook CAS DataBase List 1-BOC-4-(4-AMINO-PHENOXY)-PIPERIDINE

1-BOC-4-(4-AMINO-PHENOXY)-PIPERIDINE synthesis

9synthesis methods

Product Name:1-BOC-4-(4-AMINO-PHENOXY)-PIPERIDINE
CAS Number:138227-63-1
Molecular formula:C16H24N2O3
Molecular Weight:292.37

tert-butyl 4-(4-nitrophenoxy)piperidine-1-carboxylate

138227-62-0
47 suppliers
$75.00/100mg

138227-63-1
93 suppliers
$45.00/50mg

Yield:138227-63-1 99%

Reaction Conditions:

with hydrogen;palladium on activated charcoal in methanol at 20; for 4 h;

Steps:

106 Reference example 106; 4-(1-t-Butoxycarbonylpiperidin-4-yloxy)aniline

To a solution of 4-(1-t-butoxycarbonylpiperidin-4-yloxy)nitrobenzene (11.9 g) obtained in reference example 105 in methanol (100 ml) was added palladium on carbon (1.9 g), and the resulting mixture was stirred at room temperature under a hydrogen atmosphere for 4 hours. At the end of this time, the reaction mixture was filtered, and the filtrate was evaporated in vacuo. The residue obtained was purified by chromatography on a silica gel column using a mixed solvent of hexane and ethyl acetate (1:1) as the eluent to afford the title compound (10.7 g, yield: 99 %) as a pale red solid. 1H NMR (400MHz, CDCl3) δ ppm : 1.46 (9H, s), 1.71 (2H, m), 1.87 (2H, m), 3.27 (2H, m), 3.71 (2H, m), 4.26 (1H, m), 6.63 (2H, d, J=8.5), 6.76 (2H, d, J=8.5).

References:

EP1375482,2004,A1 Location in patent:Page 159

141-78-6 Synthesis