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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656473Generated: November 1, 2026

Triethylamine → Methanesulphonic acid 3-(2-methanesulphonyloxy-ethyl)-2-oxo-piperidin-3-ylmethyl ester

https://huagongshe.com/reaction/656473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantSodium BicarbonateHCID 516892—
Reactant3-(2-Hydroxy-ethyl)-3-hydroxymethyl-piperidin-2-oneHCID 68576697—
SolventDichloromethaneHCID 6344—
ProductMethanesulphonic acid 3-(2-methanesulphonyloxy-ethyl)-2-oxo-piperidin-3-ylmethyl esterHCID 86629997—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 1 mmol of 3-(2-hydroxy-ethyl)-3-hydroxymethyl-piperidin-2-one in 3 ml of dichloromethane is admixed at 0° C. with 3 mmol of triethylamine, followed by 2.2 mmol of methanesulphonyl chloride. The reaction mixture is stirred at 0° C. for an hour and then at room temperature for an hour. The reaction mixture is poured into saturated aqueous sodium hydrogen carbonate solution and extracted with dichloromethane (2×). The combined organic extracts are washed with brine, dried with sodium sulphate and evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60 F) on the basis of the Rf value.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071773B2
Source datasetuspto-grants-2011_12
ORD IDord-6f2971aaad7c4c438394dbb3f32b718b
Source noteuspto-grants-2011_12