Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5091Generated: October 25, 2026

Sodium Chloride → 1-Methylpiperidin-4-yl methanesulfonate

https://huagongshe.com/reaction/5091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant4-Piperidinol, 1-methyl-HCID 66048—
SolventTetrahydrofuranHCID 8028—
Product1-Methylpiperidin-4-yl methanesulfonateHCID 4190681—

Reaction Steps

13.3 ml of triethylamine and subsequently 7.4 ml of methanesulfonyl chloride were added, whilst ice-cooling, to a solution of 10 g of 4-hydroxy-1-methylpiperidine dissolved in 100 ml of dry tetrahydrofuran. The mixture was then stirred at 0° to 5° C. for 2 hours and then at room temperature for 1.5 hours, after which it was poured into an aqueous solution of sodium chloride and extracted with ethyl acetate. The extract was washed with an aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was then distilled off under reduced pressure, to afford 12.74 g of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05242914
Source datasetuspto-grants-1993_09
ORD IDord-c4d16722518f4ca28ee5c209fc5afdcf
Source noteuspto-grants-1993_09