tert-butyl 4-(methylthio)piperidine-1-carboxylate synthesis
- Product Name:tert-butyl 4-(methylthio)piperidine-1-carboxylate
- CAS Number:208245-69-6
- Molecular formula:C11H21NO2S
- Molecular Weight:231.35
141699-59-4
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Yield:208245-69-6 67%
Reaction Conditions:
with tetra-(n-butyl)ammonium iodide in tetrahydrofuran at 20; for 72 h;
Steps:
60 Reference Example 60
A mixture of tert-butyl 4-(methylsulfonyl)piperidine-1-carboxylate (12.5 g), methylmercaptan sodium salt (3.31 g), tetra-n-butylammonium iodide (1.66 g) and tetrahydrofuran (50 mL) was stirred at room temperature for 72 hrs. The insoluble material was filtered through celite and the filtrate was concentrated. The residue was subjected to silica gel column chromatography, and tert-butyl 4-(methylthio)piperidine-1-carboxylate was obtained as a colorless oil from a fraction eluted with ethyl acetate-hexane (1:4, volume ratio) (6.89 g, yield 67%). NMR(CDCl3) delta:1.45(9H, s), 1.40-1.60(2H, m), 1.82-2.00(2H, m), 2.10(3H, s), 2.60-2.80(1H, m), 2.80-3.00(2H, m), 3.92-4.08(2H, m).
References:
EP1486490,2004,A1 Location in patent:Page 46
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