ETHYL 2-PHENYL-2-PIPERIDINOACETATE synthesis
- Product Name:ETHYL 2-PHENYL-2-PIPERIDINOACETATE
- CAS Number:7550-06-3
- Molecular formula:C15H21NO2
- Molecular Weight:247.33
110-89-4
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7550-06-3
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Yield:7550-06-3 97%
Reaction Conditions:
with N-ethyl-N,N-diisopropylamine in acetonitrile at 20; for 1.5 h;
Steps:
1 Preparation of ethyl 2-phenyl-2-(piperidin-l-yl)acetate (II).
Preparation of ethyl 2-phenyl-2-(piperidin-l-yl)acetate (II). DIPEA (0.86 ml, 4.94 mmol) and piperidine (0.49 ml, 4.94 mmol) were sequentially added to a solution of ethyl 2-bromo-2-phenylacetate (0.72 ml, 4.1 1 mmol) in acetonitrile (13 ml). The pale yellow solution was stirred at room temperature monitoring by TLC (petroleum ether/EtOAc = 9/1). After 1.5 hours complete conversion into the desired product was detected. Solvent was evaporated and the residue (pale yellow solid) was triturated with Et2O (30 ml). The solid was filtered off and the ethereal solution was evaporated to dryness. The residue was purified by flash chromatography (petroleum ether/EtOAc = 95/5) to collect ethyl 2-phenyl-2-(piperidin- l-yl)acetate (990 mg, 97 % yield) as a colourless oil. 1H NMR (300 MHz, DMSO- 6) ppm 7.03 - 7.54 (m, 5 H), 4.05 (s, 1 H), 3.93 - 4.20 (m, 2 H), 2.23 - 2.45 (m, 4 H), 1.29 - 1.59 (m, 6 H), 1.13 (t, 3 H).
References:
WO2013/98145,2013,A1 Location in patent:Page/Page column 26-27
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7550-06-3
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7550-06-3
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