Sodium Chloride → 4-(4-Methoxybenzylthio)-1-methylpiperidine

10.9 ml of 4-methoxybenzyl mercaptan were dissolved in 55 ml of dry dimethylformamide, and 3.4 g of sodium hydride (as a 55% w/w suspension in mineral oil) were added to the solution, whilst ice-cooling. The mixture was then stirred at room temperature for 30 minutes. At the end of this time, a solution of 12.6 g of 4-methanesulfonyloxy-1-methylpiperidine in 63 ml of dry dimethylformamide was added to the mixture, which was then allowed to stand overnight at room temperature. The reaction mixture was then poured into an aqueous solution of sodium chloride and extracted with ethyl acetate. The extract as washed with an aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, and the residue was purified by column chromatography through silica gel (eluted with a 1:4 by volume mixture of ethyl acetate and methanol) to afford 9.01 g of the title compound as an oil.

1. temperaturecooling
2. waitto stand overnight at room temperature
3. extractionextracted with ethyl acetate
4. extractionThe extract
5. washas washed with an aqueous solution of sodium chloride
6. dry with materialdried over anhydrous magnesium sulfate
7. customThe solvent was then removed by distillation under reduced pressure
8. customthe residue was purified by column chromatography through silica gel (
9. washeluted with a 1:4 by volume mixture of ethyl acetate and methanol)

ORDレコード

ord-f4333880ec444bb9b8b94a7c224f7aa8

出典データセット

uspto-grants-1993_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05242914