Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85733Generated: October 30, 2026

Tetrahydrofuran → 1-(2-Chloroethyl)-4-(methylsulfonyl)piperidine

https://huagongshe.com/reaction/85733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantThionyl ChlorideHCID 24386—
Reactant2-(4-(Methylsulfonyl)piperidin-1-yl)ethanolHCID 68276020—
Solvent1,1-DichloroethaneHCID 6365—
Product1-(2-Chloroethyl)-4-(methylsulfonyl)piperidineHCID 6827594759.3%

Reaction Conditions

Temperature74 °C

Reaction Steps

A mixture of 2-(4-(methylsulfonyl)piperidin-1-yl)ethanol (620 mg, 2.99 mmol) and thionyl chloride (1.092 mL, 14.95 mmol) in dichloroethane (5 mL) was heated up at 74° C. for 4 hours. The reaction mixture was concentrated under reduced pressure to provide the crude, to the crude was added THF (10 mL), the grey precipitate was observed and collected. The solid was dried under vacuum for 20 hour to provide the desired product as grey solid (400 mg, 59%). LCMS: m/e 226.1 (M+H)+, 1.00 min (method 6).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846647B2
Source datasetuspto-grants-2014_09
ORD IDord-e6d61111c8c8461bbff38de8667ff559
Source noteuspto-grants-2014_09