Benzyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate synthesis
- Product Name:Benzyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate
- CAS Number:82244-11-9
- Molecular formula:C17H21NO4
- Molecular Weight:303.35
Yield:82244-11-9 91%
Reaction Conditions:
in toluene; for 18 h;Product distribution / selectivity;Heating / reflux;
Steps:
16.B.1
16B. Benzyl 4-(2-ethoxy-2-oxoethylidene)piperidine- 1 -carboxylateMethod 1:A mixture of 16A (11.4 g, 46.5 mmol) and (ethoxycarbonylmethylene)triphenylphosphorane (21.67 g, 62.2 mmol) in toluene (150 mL) was heated at reflux for 18 h. It was concentrated and the residue was purified by flash-chromatography (hexanes: EtOAc 4:1) to give 12.80 g 16B as a colorless liquid (91%). 1H NMR (300 MHz, CDCl3): δ 1.27 (3H, t, J=IA Hz), 2.30 (2H, t, J=4.5 Hz), 2.96 (2H, t, J=5.5 Hz), 3.57 (4H, dd, 7=12.2, 6.5 Hz), 4.15 (2H, q, J=IA Hz), 5.15 (2H, s), 5.72 (IH, s), 7.31-7.38 (5H, m).
References:
WO2008/147314,2008,A1 Location in patent:Page/Page column 63
41979-39-9
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