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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2193996Generated: October 31, 2026

Water → HCID 49801353, compound

https://huagongshe.com/reaction/2193996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-(Trifluoromethoxy)anilineHCID 600848—
ReactantDimethylalumanylium chlorideHCID 16686359—
Reactant1-(2-Chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl esterHCID 66787676—
SolventTolueneHCID 1140—
SolventHeptaneHCID 8900—
ProductHCID 49801353HCID 49801353—

Reaction Steps

1-(2-chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester (0.445 g) and 4-(trifluormethoxy)aniline (0.3 g) was dissolved in toluene (20 ml) under an argon atmosphere at RT, dimethylaluminium chloride in heptane (0.9 molar, 3.8 ml) was added and the mixture was refluxed for 3 hours. It was then cooled to RT, water (1 ml) was added and the reaction mixture was then stirred for 10 min. The solvent was evaporated off, the residue absorbed on silica gel and purified by flash chromatography (AcOEt/heptane, gradient from 0 to 25%) to give 8-(2-chloro-benzenesulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one as a white solid. MS (ESI): 489.08 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329904B2
Source datasetuspto-grants-2012_12
ORD IDord-cb6aa993afe145718d45b2f6389009b3
Source noteuspto-grants-2012_12