tert-butyl 4-(4-(methoxycarbonyl)benzyl)piperidine-1-carboxylate synthesis
- Product Name:tert-butyl 4-(4-(methoxycarbonyl)benzyl)piperidine-1-carboxylate
- CAS Number:210964-04-8
- Molecular formula:C19H27NO4
- Molecular Weight:333.42
209808-15-1
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210964-04-8
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Yield:210964-04-8 100%
Reaction Conditions:
palladium monocarbide in methanol;
Steps:
R.123.1 tert-Butyl 4-(4-Methoxycarbonylbenzyl)piperidine-1-carboxylate
A mixture of tert-butyl 4-(4-methoxycarbonylbenzylidene)piperidine-1-carboxylate (6 g, 18 mmol) in methanol (150 ml) was hydrogenated over 10% palladium carbon (50% wet, 1 g) for 5 h at room temperature. The catalyst was removed by filtration and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography (silica gel 90 g, ethyl acetate/hexane=1/10) to obtain the title compound (6.1 g, 100%) as pale yellow oil. 1H NMR (CDCl3) δ 1.05-1.42 (2H, m), 1.45 (9H, s), 1.55-1.77 (3H, m), 2.59 (2H, d, J=7.0 Hz), 2.57-2.69 (2H, m), 3.91 (3H, s), 4.04-4.18 (2H, m), 7.21 (2H, d, J=8.0 Hz), 7.96 (2H, d, J=8.0 Hz).
References:
US6562978,2003,B1
619-42-1
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79099-07-3
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2417-72-3
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210964-04-8
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