1-Boc-2-vinyl-4-piperidinone synthesis
- Product Name:1-Boc-2-vinyl-4-piperidinone
- CAS Number:796112-47-5
- Molecular formula:C12H19NO3
- Molecular Weight:225.28
796112-46-4
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Yield:796112-47-5 65.06%
Reaction Conditions:
with acetic acid;zinc at 70; for 4 h;Inert atmosphere;
Steps:
3 Step 3. Preparation of tert-butyl 4-oxo-2-vinyl- piperidine- 1 -carboxylate
. To a solution of tertbutyl 4-oxo-2-vinyl-2,3-dihydropyridine-1-carboxylate (4.60 g, 20.60 mmol, 1.0 eq) in AcOH(30.0 mL) was added Zn (6.74 g, 103.0 mmol, 5.0 eq) underN2, the reaction mixture was stirred at 70 °C for 4 hours. TLC indicated the starting material consumed completely, and two new spots with lower polarity were detected. The reaction mixture was filtered and the filtrate was diluted with ethyl acetate (20 mL) and washed with aqueous solution of NaHCO3 (10 mL*3), the organic phase was dried with anhydrous Na2504, filtered and concentrated invacuum. The residue was purified by silica gel chromatography to afford the title 0 (3.05 g, 13.400 mmol, 65.06% yield, 99% purity) as yellow oil. LCMS: 170 [M-56+1].
References:
WO2018/5881,2018,A1 Location in patent:Page/Page column 151
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